#------------------------------------------------------------------------------
#$Date: 2016-03-21 19:04:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178834 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/88/4108837.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_4108837
loop_
_publ_author_name
'Pierre Dechambenoit'
'Sylvie Ferlay'
'Nathalie Kyritsakas'
'Mir Wais Hosseini'
_publ_section_title
;
 Molecular Tectonics: Control of Reversible Water Release in Porous
 Charge-Assisted H-Bonded Networks
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17106
_journal_page_last               17113
_journal_paper_doi               10.1021/ja806916t
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         '1.5(C14 H20 N4 O2), C6 Fe N6'
_chemical_formula_sum            'C27 H30 Fe N12 O3'
_chemical_formula_weight         626.48
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.837(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.2655(10)
_cell_length_b                   19.6845(18)
_cell_length_c                   20.427(3)
_cell_measurement_reflns_used    364
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      21.96
_cell_measurement_theta_min      2.99
_cell_volume                     2914.9(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.1480
_diffrn_reflns_av_sigmaI/netI    0.3304
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13916
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    0.570
_exptl_absorpt_correction_T_max  0.9558
_exptl_absorpt_correction_T_min  0.9245
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         6294
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.3045
_refine_ls_R_factor_gt           0.1084
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0705P)²+0.5041P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2008
_refine_ls_wR_factor_ref         0.2797
_reflns_number_gt                1813
_reflns_number_total             6294
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja806916t_si_007.cif
_cod_data_source_block           e934b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        2914.9(7)
_cod_database_code               4108837
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7556(15) 0.1650(5) 0.2280(5) 0.026(3) Uani 1 1 d . . .
N1 N 0.7472(11) 0.1336(4) 0.2860(4) 0.026(2) Uani 1 1 d . . .
H1 H 0.6434 0.1362 0.3057 0.031 Uiso 1 1 calc R . .
C2 C 0.8989(14) 0.0952(5) 0.3184(5) 0.031(3) Uani 1 1 d . . .
H2A H 0.8488 0.0568 0.3429 0.037 Uiso 1 1 calc R . .
H2B H 0.9690 0.1249 0.3503 0.037 Uiso 1 1 calc R . .
C3 C 1.0287(16) 0.0680(5) 0.2682(5) 0.035(3) Uani 1 1 d . . .
H3 H 1.1463 0.0523 0.2917 0.042 Uiso 1 1 calc R . .
O1 O 0.9415(12) 0.0122(4) 0.2346(4) 0.045(2) Uani 1 1 d . . .
H1A H 0.8993 -0.0146 0.2619 0.068 Uiso 1 1 calc R . .
C4 C 1.0705(14) 0.1233(5) 0.2198(5) 0.036(3) Uani 1 1 d . . .
H4A H 1.1555 0.1568 0.2418 0.043 Uiso 1 1 calc R . .
H4B H 1.1334 0.1029 0.1830 0.043 Uiso 1 1 calc R . .
N2 N 0.9034(12) 0.1581(4) 0.1940(4) 0.031(2) Uani 1 1 d . . .
H2 H 0.9009 0.1752 0.1541 0.037 Uiso 1 1 calc R . .
C5 C 0.6012(15) 0.2081(5) 0.2028(5) 0.029(3) Uani 1 1 d . . .
C6 C 0.5328(14) 0.2061(5) 0.1389(4) 0.026(3) Uani 1 1 d . . .
H6 H 0.5855 0.1754 0.1095 0.031 Uiso 1 1 calc R . .
C7 C 0.3869(14) 0.2480(5) 0.1155(5) 0.030(2) Uani 1 1 d . . .
H7 H 0.3384 0.2454 0.0712 0.036 Uiso 1 1 calc R . .
C8 C 0.3166(15) 0.2928(5) 0.1588(4) 0.024(2) Uani 1 1 d . . .
C9 C 0.3858(14) 0.2973(5) 0.2257(5) 0.030(3) Uani 1 1 d . . .
H9 H 0.3351 0.3287 0.2549 0.036 Uiso 1 1 calc R . .
C10 C 0.5287(13) 0.2545(5) 0.2467(5) 0.026(2) Uani 1 1 d . . .
H10 H 0.5781 0.2565 0.2909 0.031 Uiso 1 1 calc R . .
C11 C 0.1633(15) 0.3388(5) 0.1361(5) 0.027(3) Uani 1 1 d . . .
N3 N 0.1781(13) 0.3736(4) 0.0828(4) 0.032(2) Uani 1 1 d . . .
H3A H 0.2782 0.3688 0.0613 0.038 Uiso 1 1 calc R . .
C12 C 0.0351(16) 0.4203(5) 0.0573(5) 0.041(3) Uani 1 1 d . . .
H12A H -0.0408 0.3977 0.0216 0.050 Uiso 1 1 calc R . .
H12B H 0.0937 0.4606 0.0385 0.050 Uiso 1 1 calc R . .
C13 C -0.0870(16) 0.4427(5) 0.1093(5) 0.034(3) Uani 1 1 d . . .
H13 H -0.1973 0.4668 0.0886 0.041 Uiso 1 1 calc R . .
O2 O 0.0088(11) 0.4869(3) 0.1565(3) 0.040(2) Uani 1 1 d . . .
H2C H 0.0281 0.5245 0.1389 0.060 Uiso 1 1 calc R . .
C14 C -0.1484(15) 0.3813(5) 0.1462(5) 0.034(3) Uani 1 1 d . . .
H14A H -0.2211 0.3957 0.1831 0.041 Uiso 1 1 calc R . .
H14B H -0.2273 0.3520 0.1166 0.041 Uiso 1 1 calc R . .
N4 N 0.0144(12) 0.3439(4) 0.1710(4) 0.034(2) Uani 1 1 d . . .
H4 H 0.0150 0.3243 0.2097 0.041 Uiso 1 1 calc R . .
C15 C 0.7063(15) 0.9851(5) 0.0843(5) 0.026(3) Uani 1 1 d . . .
N5 N 0.7156(11) 0.9348(4) 0.1269(4) 0.030(2) Uani 1 1 d . A .
H5 H 0.8080 0.9060 0.1260 0.036 Uiso 1 1 calc R . .
C16 C 0.5777(15) 0.9241(4) 0.1767(5) 0.026 Uani 1 1 d . . .
C17 C 0.404(4) 0.9593(15) 0.1590(15) 0.053(2) Uani 0.51(3) 1 d P A 1
C17A C 0.483(4) 0.9880(16) 0.1893(15) 0.053(2) Uani 0.49(3) 1 d P A 2
O3 O 0.3085(11) 0.9667(4) 0.2195(4) 0.053(2) Uani 1 1 d . . .
C18 C 0.4144(17) 1.0252(6) 0.1278(6) 0.054(4) Uani 1 1 d . . .
N6 N 0.5650(12) 1.0283(4) 0.0820(4) 0.040(3) Uani 1 1 d . A .
H6A H 0.5605 1.0603 0.0518 0.048 Uiso 1 1 calc R . .
C19 C 0.8538(14) 0.9927(5) 0.0388(5) 0.026 Uani 1 1 d . . .
C20 C 0.9183(15) 0.9362(5) 0.0063(5) 0.028(3) Uani 1 1 d . . .
H20 H 0.8611 0.8931 0.0099 0.034 Uiso 1 1 calc R . .
C21 C 0.9301(14) 1.0554(5) 0.0318(5) 0.027(3) Uani 1 1 d . . .
H21 H 0.8801 1.0935 0.0530 0.033 Uiso 1 1 calc R . .
Fe1 Fe 0.2786(2) 0.74500(7) 0.06610(7) 0.0273(4) Uani 1 1 d . . .
C22 C 0.1368(13) 0.7550(5) -0.0161(5) 0.026(2) Uani 1 1 d . . .
N7 N 0.0606(13) 0.7676(4) -0.0667(5) 0.038(2) Uani 1 1 d . . .
C23 C 0.4314(16) 0.6773(5) 0.0251(5) 0.027(3) Uani 1 1 d . . .
N8 N 0.5221(14) 0.6387(5) -0.0011(5) 0.046(3) Uani 1 1 d . . .
C24 C 0.1372(16) 0.6698(5) 0.0997(5) 0.030(3) Uani 1 1 d . . .
N9 N 0.0619(12) 0.6254(4) 0.1220(4) 0.030(2) Uani 1 1 d . . .
C25 C 0.4197(15) 0.7515(5) 0.1501(5) 0.029(3) Uani 1 1 d . . .
N10 N 0.5001(12) 0.7630(4) 0.2007(4) 0.035(2) Uani 1 1 d . . .
C26 C 0.1187(16) 0.8103(6) 0.1028(5) 0.034(3) Uani 1 1 d . . .
N11 N 0.0200(14) 0.8481(5) 0.1268(4) 0.040(3) Uani 1 1 d . . .
C27 C 0.4204(16) 0.8184(5) 0.0328(5) 0.028(3) Uani 1 1 d . . .
N12 N 0.4943(12) 0.8644(4) 0.0107(4) 0.031(2) 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'
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'
Fe Fe 0.3463 0.8444 '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
N2 C1 N1 120.2(10) . .
N2 C1 C5 120.0(9) . .
N1 C1 C5 119.8(10) . .
C1 N1 C2 124.2(9) . .
C1 N1 H1 117.9 . .
C2 N1 H1 117.9 . .
N1 C2 C3 110.9(8) . .
N1 C2 H2A 109.5 . .
C3 C2 H2A 109.5 . .
N1 C2 H2B 109.5 . .
C3 C2 H2B 109.5 . .
H2A C2 H2B 108.0 . .
O1 C3 C4 110.0(9) . .
O1 C3 C2 108.6(9) . .
C4 C3 C2 110.1(8) . .
O1 C3 H3 109.4 . .
C4 C3 H3 109.4 . .
C2 C3 H3 109.4 . .
C3 O1 H1A 109.5 . .
N2 C4 C3 112.0(9) . .
N2 C4 H4A 109.2 . .
C3 C4 H4A 109.2 . .
N2 C4 H4B 109.2 . .
C3 C4 H4B 109.2 . .
H4A C4 H4B 107.9 . .
C1 N2 C4 122.7(9) . .
C1 N2 H2 118.6 . .
C4 N2 H2 118.6 . .
C6 C5 C10 120.0(10) . .
C6 C5 C1 122.5(9) . .
C10 C5 C1 117.4(10) . .
C5 C6 C7 121.8(10) . .
C5 C6 H6 119.1 . .
C7 C6 H6 119.1 . .
C8 C7 C6 117.6(9) . .
C8 C7 H7 121.2 . .
C6 C7 H7 121.2 . .
C7 C8 C9 122.4(10) . .
C7 C8 C11 119.7(9) . .
C9 C8 C11 118.0(9) . .
C10 C9 C8 117.9(10) . .
C10 C9 H9 121.0 . .
C8 C9 H9 121.0 . .
C9 C10 C5 120.2(9) . .
C9 C10 H10 119.9 . .
C5 C10 H10 119.9 . .
N3 C11 N4 121.5(10) . .
N3 C11 C8 118.8(10) . .
N4 C11 C8 119.7(10) . .
C11 N3 C12 122.4(9) . .
C11 N3 H3A 118.8 . .
C12 N3 H3A 118.8 . .
N3 C12 C13 111.9(9) . .
N3 C12 H12A 109.2 . .
C13 C12 H12A 109.2 . .
N3 C12 H12B 109.2 . .
C13 C12 H12B 109.2 . .
H12A C12 H12B 107.9 . .
O2 C13 C12 111.7(9) . .
O2 C13 C14 107.2(8) . .
C12 C13 C14 109.1(9) . .
O2 C13 H13 109.6 . .
C12 C13 H13 109.6 . .
C14 C13 H13 109.6 . .
C13 O2 H2C 109.5 . .
N4 C14 C13 108.6(9) . .
N4 C14 H14A 110.0 . .
C13 C14 H14A 110.0 . .
N4 C14 H14B 110.0 . .
C13 C14 H14B 110.0 . .
H14A C14 H14B 108.4 . .
C11 N4 C14 121.3(9) . .
C11 N4 H4 119.3 . .
C14 N4 H4 119.3 . .
N5 C15 N6 120.6(10) . .
N5 C15 C19 119.1(9) . .
N6 C15 C19 120.3(9) . .
C15 N5 C16 123.4(9) . .
C15 N5 H5 118.3 . .
C16 N5 H5 118.3 . .
C17 C16 C17A 39.6(14) . .
C17 C16 N5 111.8(12) . .
C17A C16 N5 110.1(12) . .
C16 C17 C18 118(2) . .
C16 C17 O3 107(2) . .
C18 C17 O3 108.8(19) . .
C16 C17A O3 105(2) . .
C16 C17A C18 114(2) . .
O3 C17A C18 104(2) . .
C17 O3 C17A 38.9(13) . .
C17 C18 N6 112.0(13) . .
C17 C18 C17A 39.1(14) . .
N6 C18 C17A 109.0(14) . .
C15 N6 C18 123.3(9) . .
C15 N6 H6A 118.3 . .
C18 N6 H6A 118.3 . .
C21 C19 C20 121.4(10) . .
C21 C19 C15 118.5(10) . .
C20 C19 C15 120.1(10) . .
C21 C20 C19 118.2(9) 3_775 .
C21 C20 H20 120.9 3_775 .
C19 C20 H20 120.9 . .
C19 C21 C20 120.4(10) . 3_775
C19 C21 H21 119.8 . .
C20 C21 H21 119.8 3_775 .
C26 Fe1 C27 89.3(4) . .
C26 Fe1 C22 88.2(4) . .
C27 Fe1 C22 83.3(4) . .
C26 Fe1 C25 84.8(4) . .
C27 Fe1 C25 90.0(4) . .
C22 Fe1 C25 170.3(4) . .
C26 Fe1 C24 91.3(5) . .
C27 Fe1 C24 179.3(5) . .
C22 Fe1 C24 97.0(4) . .
C25 Fe1 C24 89.9(4) . .
C26 Fe1 C23 177.0(5) . .
C27 Fe1 C23 91.6(4) . .
C22 Fe1 C23 89.0(4) . .
C25 Fe1 C23 98.1(4) . .
C24 Fe1 C23 87.8(4) . .
N7 C22 Fe1 172.6(9) . .
N8 C23 Fe1 177.5(10) . .
N9 C24 Fe1 176.3(10) . .
N10 C25 Fe1 172.5(9) . .
N11 C26 Fe1 177.4(10) . .
N12 C27 Fe1 175.2(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.325(13) .
C1 N1 1.341(12) .
C1 C5 1.473(14) .
N1 C2 1.458(12) .
N1 H1 0.8800 .
C2 C3 1.535(13) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 O1 1.423(12) .
C3 C4 1.515(14) .
C3 H3 1.0000 .
O1 H1A 0.8400 .
C4 N2 1.462(12) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
N2 H2 0.8800 .
C5 C6 1.365(13) .
C5 C10 1.407(13) .
C6 C7 1.401(13) .
C6 H6 0.9500 .
C7 C8 1.371(12) .
C7 H7 0.9500 .
C8 C9 1.427(13) .
C8 C11 1.486(14) .
C9 C10 1.382(13) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C11 N3 1.296(12) .
C11 N4 1.338(13) .
N3 C12 1.457(12) .
N3 H3A 0.8800 .
C12 C13 1.497(14) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 O2 1.441(11) .
C13 C14 1.508(14) .
C13 H13 1.0000 .
O2 H2C 0.8400 .
C14 N4 1.455(12) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
N4 H4 0.8800 .
C15 N5 1.317(12) .
C15 N6 1.332(12) .
C15 C19 1.472(13) .
N5 C16 1.490(12) .
N5 H5 0.8800 .
C16 C17 1.46(3) .
C16 C17A 1.46(3) .
C17 C18 1.45(3) .
C17 O3 1.47(2) .
C17A O3 1.51(3) .
C17A C18 1.51(3) .
C18 N6 1.489(13) .
N6 H6A 0.8800 .
C19 C21 1.364(13) .
C19 C20 1.393(13) .
C20 C21 1.401(13) 3_775
C20 H20 0.9500 .
C21 C20 1.401(14) 3_775
C21 H21 0.9500 .
Fe1 C26 1.918(12) .
Fe1 C27 1.925(11) .
Fe1 C22 1.920(10) .
Fe1 C25 1.943(11) .
Fe1 C24 1.952(11) .
Fe1 C23 1.958(11) .
C22 N7 1.167(11) .
C23 N8 1.160(13) .
C24 N9 1.142(12) .
C25 N10 1.176(12) .
C26 N11 1.166(13) .
C27 N12 1.160(12) .
