#------------------------------------------------------------------------------
#$Date: 2019-11-23 10:35:41 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232895 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/83/4348383.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_4348383
loop_
_publ_author_name
'Lanchas, Mónica'
'Arcediano, Sandra'
'Beobide, Garikoitz'
'Castillo, Oscar'
'Luque, Antonio'
'Pérez-Yáñez, Sonia'
_publ_section_title
;
 Towards multicomponent MOFs via solvent-free synthesis under conventional
 oven and microwave assisted heating
;
_journal_issue                   5
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              425
_journal_paper_doi               10.1039/C4QI00208C
_journal_volume                  2
_journal_year                    2015
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety
'C14 H18 N10 Ni2 O10, 2(C5 H6 N5), 2(H C O2), 2(H2 C O2)'
_chemical_formula_structural
'C14 H18 N10 Ni2 O10, 2(C5 H6 N5), 2(H C O2), 2(H2 C O2)'
_chemical_formula_sum            'C28 H36 N20 Ni2 O18'
_chemical_formula_weight         1058.19
_chemical_name_systematic
'[bis(mu-adenine-kN3:kN9)diaquabis(mu-formato-kO:kO)bisformatodinickel(II)]-adeninium formate-formic acid (1/2/2)'
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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           SHELXL97
_audit_update_record
;
2014-11-21 deposited with the CCDC.
2015-02-11 downloaded from the CCDC.
;
_cell_angle_alpha                114.763(5)
_cell_angle_beta                 100.349(5)
_cell_angle_gamma                100.859(5)
_cell_formula_units_Z            1
_cell_length_a                   7.1579(4)
_cell_length_b                   12.8195(7)
_cell_length_c                   13.0602(7)
_cell_measurement_reflns_used    7105
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      1.79
_cell_volume                     1022.83(12)
_computing_cell_refinement       'CrysAlis CCD (Oxford Diffraction, 2003)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2003)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2003)'
_computing_molecular_graphics    'Ortep-3 (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'Sir92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7105
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.79
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.023
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_correction_T_min  0.877
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++)
(compiled Jun  6 2003,13:53:32)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_description       prism
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4359
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0395
_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)+(0.0444P)²+0.8582P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1006
_reflns_number_gt                3531
_reflns_number_total             4359
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4qi00208c2.cif
_cod_data_source_block           compound-4
_cod_original_cell_volume        1022.83(10)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4348383
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
Ni1 Ni 1.06801(5) 1.11721(3) 0.49669(3) 0.01259(11) Uani 1 1 d .
O1W O 0.9855(3) 1.27308(17) 0.54480(16) 0.0171(4) Uani 1 1 d .
H12W H 0.8623 1.2615 0.5169 0.026 Uiso 1 1 d R
H11W H 1.0532 1.3224 0.5277 0.026 Uiso 1 1 d R
N11 N 0.6702(4) 1.0232(2) 0.15324(19) 0.0156(5) Uani 1 1 d .
C12 C 0.8086(4) 1.0731(2) 0.2580(2) 0.0149(6) Uani 1 1 d .
H12 H 0.8814 1.1527 0.2860 0.018 Uiso 1 1 calc R
N13 N 0.8561(3) 1.0241(2) 0.32770(19) 0.0137(5) Uani 1 1 d .
C14 C 0.7438(4) 0.9076(2) 0.2815(2) 0.0134(5) Uani 1 1 d .
C15 C 0.5996(4) 0.8473(2) 0.1736(2) 0.0136(5) Uani 1 1 d .
C16 C 0.5597(4) 0.9072(2) 0.1070(2) 0.0148(6) Uani 1 1 d .
N16 N 0.4224(4) 0.8560(2) 0.00294(19) 0.0185(5) Uani 1 1 d .
H16A H 0.4045 0.8965 -0.0344 0.022 Uiso 1 1 calc R
H16B H 0.3518 0.7824 -0.0269 0.022 Uiso 1 1 calc R
N17 N 0.5205(3) 0.7324(2) 0.15686(19) 0.0151(5) Uani 1 1 d .
H17 H 0.4279 0.6749 0.0971 0.018 Uiso 1 1 calc R
C18 C 0.6177(4) 0.7286(2) 0.2529(2) 0.0154(6) Uani 1 1 d .
H18 H 0.5918 0.6603 0.2632 0.018 Uiso 1 1 calc R
N19 N 0.7540(3) 0.8312(2) 0.33149(19) 0.0137(5) Uani 1 1 d .
C1 C 0.7938(4) 1.0968(3) 0.6372(2) 0.0176(6) Uani 1 1 d .
H1 H 0.8175 1.1787 0.6618 0.021 Uiso 1 1 calc R
O1 O 0.8479(3) 1.03797(16) 0.54747(15) 0.0138(4) Uani 1 1 d .
O2 O 0.7144(3) 1.0578(2) 0.69466(18) 0.0258(5) Uani 1 1 d .
N21 N 0.4262(4) 0.2863(2) 0.2775(2) 0.0243(6) Uani 1 1 d .
H21 H 0.4840 0.2752 0.3341 0.029 Uiso 1 1 calc R
C22 C 0.4849(5) 0.3962(3) 0.2853(3) 0.0267(7) Uani 1 1 d .
H22 H 0.5843 0.4550 0.3526 0.032 Uiso 1 1 calc R
N23 N 0.4141(4) 0.4275(2) 0.2060(2) 0.0265(6) Uani 1 1 d .
C24 C 0.2717(5) 0.3344(3) 0.1128(3) 0.0216(6) Uani 1 1 d .
C25 C 0.1963(5) 0.2184(3) 0.0961(3) 0.0223(6) Uani 1 1 d .
C26 C 0.2779(5) 0.1901(3) 0.1837(3) 0.0217(6) Uani 1 1 d .
N26 N 0.2261(4) 0.0847(2) 0.1804(2) 0.0210(5) Uani 1 1 d .
H26A H 0.2845 0.0742 0.2373 0.025 Uiso 1 1 calc R
H26B H 0.1337 0.0262 0.1214 0.025 Uiso 1 1 calc R
N27 N 0.0485(4) 0.1484(2) -0.0076(2) 0.0228(6) Uani 1 1 d .
C28 C 0.0363(5) 0.2217(3) -0.0528(3) 0.0252(7) Uani 1 1 d .
H28 H -0.0537 0.1994 -0.1246 0.030 Uiso 1 1 calc R
N29 N 0.1677(4) 0.3338(2) 0.0152(2) 0.0242(6) Uani 1 1 d .
H29 H 0.1818 0.3928 -0.0009 0.029 Uiso 1 1 calc R
C2 C 1.4631(4) 1.2013(3) 0.4833(2) 0.0185(6) Uani 1 1 d .
H2 H 1.4932 1.1636 0.5286 0.022 Uiso 1 1 calc R
O3 O 1.2867(3) 1.20079(17) 0.45370(17) 0.0171(4) Uani 1 1 d .
O4 O 1.6022(3) 1.24915(19) 0.45625(18) 0.0230(5) Uani 1 1 d .
C3 C 0.8413(5) 0.4755(3) 0.1180(3) 0.0266(7) Uani 1 1 d .
H3 H 0.9175 0.5497 0.1809 0.032 Uiso 1 1 calc R
O5 O 0.7618(4) 0.47364(19) 0.02386(19) 0.0296(5) Uani 1 1 d .
O6 O 0.8264(3) 0.38536(19) 0.13405(18) 0.0261(5) Uani 1 1 d .
C4 C 0.1031(5) 0.4418(3) 0.3934(3) 0.0223(6) Uani 1 1 d .
H4 H 0.1601 0.5077 0.3843 0.027 Uiso 1 1 calc R
O7 O 0.1768(3) 0.4376(2) 0.48221(19) 0.0273(5) Uani 1 1 d .
O8 O -0.0493(4) 0.3603(2) 0.31119(19) 0.0332(6) Uani 1 1 d .
H8 H -0.0755 0.3778 0.2578 0.050 Uiso 1 1 calc R
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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'
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 Ni1 O1W 85.26(8) . .
O3 Ni1 O1 95.29(8) . 2_776
O1W Ni1 O1 178.69(7) . 2_776
O3 Ni1 O1 177.62(8) . .
O1W Ni1 O1 93.25(8) . .
O1 Ni1 O1 86.16(7) 2_776 .
O3 Ni1 N13 97.74(8) . .
O1W Ni1 N13 94.45(8) . .
O1 Ni1 N13 86.66(8) 2_776 .
O1 Ni1 N13 84.22(8) . .
O3 Ni1 N19 94.83(8) . 2_776
O1W Ni1 N19 95.03(8) . 2_776
O1 Ni1 N19 83.75(8) 2_776 2_776
O1 Ni1 N19 83.44(8) . 2_776
N13 Ni1 N19 164.83(8) . 2_776
O3 Ni1 Ni1 138.41(6) . 2_776
O1W Ni1 Ni1 136.24(6) . 2_776
O1 Ni1 Ni1 43.15(5) 2_776 2_776
O1 Ni1 Ni1 43.01(5) . 2_776
N13 Ni1 Ni1 83.75(6) . 2_776
N19 Ni1 Ni1 81.21(6) 2_776 2_776
Ni1 O1W H12W 114.1 . .
Ni1 O1W H11W 112.3 . .
H12W O1W H11W 109.5 . .
C12 N11 C16 118.6(2) . .
N13 C12 N11 128.9(3) . .
N13 C12 H12 115.6 . .
N11 C12 H12 115.6 . .
C12 N13 C14 112.5(2) . .
C12 N13 Ni1 124.81(19) . .
C14 N13 Ni1 122.61(17) . .
N13 C14 C15 123.3(2) . .
N13 C14 N19 127.2(2) . .
C15 C14 N19 109.6(2) . .
N17 C15 C14 106.4(2) . .
N17 C15 C16 133.6(2) . .
C14 C15 C16 120.0(2) . .
N16 C16 N11 119.5(2) . .
N16 C16 C15 123.7(3) . .
N11 C16 C15 116.8(2) . .
C16 N16 H16A 120.0 . .
C16 N16 H16B 120.0 . .
H16A N16 H16B 120.0 . .
C18 N17 C15 106.1(2) . .
C18 N17 H17 126.9 . .
C15 N17 H17 126.9 . .
N19 C18 N17 113.8(2) . .
N19 C18 H18 123.1 . .
N17 C18 H18 123.1 . .
C18 N19 C14 104.1(2) . .
C18 N19 Ni1 130.53(17) . 2_776
C14 N19 Ni1 125.04(18) . 2_776
O2 C1 O1 127.4(3) . .
O2 C1 H1 116.3 . .
O1 C1 H1 116.3 . .
C1 O1 Ni1 128.75(17) . 2_776
C1 O1 Ni1 122.98(18) . .
Ni1 O1 Ni1 93.84(7) 2_776 .
C22 N21 C26 123.9(3) . .
C22 N21 H21 118.0 . .
C26 N21 H21 118.0 . .
N23 C22 N21 125.6(3) . .
N23 C22 H22 117.2 . .
N21 C22 H22 117.2 . .
C22 N23 C24 111.4(3) . .
N23 C24 N29 127.6(3) . .
N23 C24 C25 128.1(3) . .
N29 C24 C25 104.3(3) . .
N27 C25 C24 112.1(3) . .
N27 C25 C26 130.0(3) . .
C24 C25 C26 117.9(3) . .
N26 C26 N21 121.5(3) . .
N26 C26 C25 125.5(3) . .
N21 C26 C25 113.0(3) . .
C26 N26 H26A 120.0 . .
C26 N26 H26B 120.0 . .
H26A N26 H26B 120.0 . .
C28 N27 C25 102.9(3) . .
N27 C28 N29 113.7(3) . .
N27 C28 H28 123.1 . .
N29 C28 H28 123.1 . .
C24 N29 C28 106.9(3) . .
C24 N29 H29 126.5 . .
C28 N29 H29 126.5 . .
O3 C2 O4 124.7(3) . .
O3 C2 H2 117.7 . .
O4 C2 H2 117.7 . .
C2 O3 Ni1 122.42(17) . .
O5 C3 O6 124.8(3) . .
O5 C3 H3 117.6 . .
O6 C3 H3 117.6 . .
O7 C4 O8 123.5(3) . .
O7 C4 H4 118.2 . .
O8 C4 H4 118.2 . .
C4 O8 H8 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O3 2.0254(19) .
Ni1 O1W 2.0644(19) .
Ni1 O1 2.0658(18) 2_776
Ni1 O1 2.0715(19) .
Ni1 N13 2.123(2) .
Ni1 N19 2.123(2) 2_776
Ni1 Ni1 3.0218(7) 2_776
O1W H12W 0.8502 .
O1W H11W 0.8517 .
N11 C12 1.343(3) .
N11 C16 1.355(4) .
C12 N13 1.337(3) .
C12 H12 0.9300 .
N13 C14 1.364(3) .
C14 C15 1.383(4) .
C14 N19 1.391(3) .
C15 N17 1.382(3) .
C15 C16 1.408(4) .
C16 N16 1.331(3) .
N16 H16A 0.8600 .
N16 H16B 0.8600 .
N17 C18 1.345(3) .
N17 H17 0.8600 .
C18 N19 1.327(4) .
C18 H18 0.9300 .
N19 Ni1 2.123(2) 2_776
C1 O2 1.224(3) .
C1 O1 1.275(3) .
C1 H1 0.9300 .
O1 Ni1 2.0658(18) 2_776
N21 C22 1.346(4) .
N21 C26 1.386(4) .
N21 H21 0.8600 .
C22 N23 1.314(4) .
C22 H22 0.9300 .
N23 C24 1.350(4) .
C24 N29 1.352(4) .
C24 C25 1.391(4) .
C25 N27 1.367(4) .
C25 C26 1.402(4) .
C26 N26 1.313(4) .
N26 H26A 0.8600 .
N26 H26B 0.8600 .
N27 C28 1.309(4) .
C28 N29 1.364(4) .
C28 H28 0.9300 .
N29 H29 0.8600 .
C2 O3 1.250(3) .
C2 O4 1.253(3) .
C2 H2 0.9300 .
C3 O5 1.247(4) .
C3 O6 1.248(4) .
C3 H3 0.9300 .
C4 O7 1.213(4) .
C4 O8 1.282(4) .
C4 H4 0.9300 .
O8 H8 0.8200 .
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
O1W H12W O4 0.85 1.84 2.684(3) 175.0 1_455
O1W H11W O7 0.85 1.94 2.784(3) 173.0 1_665
C12 H12 O8 0.93 2.48 3.356(3) 157.3 1_665
N16 H16A N11 0.86 2.24 3.089(3) 171.8 2_675
N16 H16B O6 0.86 2.00 2.844(3) 165.5 2_665
N17 H17 O5 0.86 1.92 2.772(3) 168.5 2_665
N21 H21 O4 0.86 1.85 2.714(3) 178.5 1_445
C22 H22 O7 0.93 2.19 3.101(4) 168.2 2_666
N26 H26A O2 0.86 2.22 2.953(3) 143.7 2_666
N26 H26B N27 0.86 2.08 2.904(4) 159.4 2
C28 H28 O2 0.93 2.34 3.200(4) 153.1 1_444
N29 H29 O5 0.86 1.84 2.700(3) 173.9 2_665
O8 H8 O6 0.82 1.69 2.498(3) 167.0 1_455
