#------------------------------------------------------------------------------
#$Date: 2019-11-23 08:58:23 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232618 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/79/4347988.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_4347988
loop_
_publ_author_name
'Cohen, Seth M.'
'Zhang, Zhenjie'
'Boissonnault, Jake A.'
_publ_section_title
;
 Toward "metalloMOFzymes": Metal-Organic Frameworks with
 Single-Site Metal Catalysts for Small-Molecule Transformations.
;
_journal_issue                   15
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7281
_journal_page_last               7290
_journal_paper_doi               10.1021/acs.inorgchem.6b00828
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C28 H29.5 N4 O8'
_chemical_formula_weight         550.06
_chemical_name_common            SQ1
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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                87.1034(13)
_cell_angle_beta                 87.0287(14)
_cell_angle_gamma                73.1174(13)
_cell_formula_units_Z            2
_cell_length_a                   6.98900(10)
_cell_length_b                   11.5447(2)
_cell_length_c                   17.1361(3)
_cell_measurement_reflns_used    47.03
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.14
_cell_measurement_theta_min      2.58
_cell_volume                     1320.36(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_sigmaI/netI    0.0541
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13525
_diffrn_reflns_theta_full        68.17
_diffrn_reflns_theta_max         68.17
_diffrn_reflns_theta_min         2.58
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.857
_exptl_absorpt_correction_T_max  0.9831
_exptl_absorpt_correction_T_min  0.9584
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2004/1(Bruker,2004)
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             579
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         4674
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0512
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1369
_refine_ls_wR_factor_ref         0.1545
_reflns_number_gt                3464
_reflns_number_total             4674
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic6b00828_si_001.cif
_cod_data_source_block           SQ1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C28 H29.50 N4 O8'
_cod_database_code               4347988
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
O3 O 0.4979(2) 0.35773(14) 0.29953(8) 0.0226(3) Uani 1 1 d . . .
N2 N 0.7966(2) 0.47717(15) -0.04604(9) 0.0152(4) Uani 1 1 d . . .
H2 H 0.8346 0.4061 -0.0676 0.018 Uiso 1 1 calc R . .
O1 O 1.3717(2) 0.33624(15) -0.55219(8) 0.0266(4) Uani 1 1 d . . .
H1 H 1.4228 0.3426 -0.5971 0.040 Uiso 1 1 calc R . .
O4 O 0.4496(2) 0.55839(14) 0.30201(8) 0.0220(3) Uani 1 1 d . . .
H4 H 0.4077 0.5477 0.3479 0.033 Uiso 1 1 calc R . .
O2 O 1.3174(2) 0.53785(14) -0.55721(8) 0.0236(4) Uani 1 1 d . . .
C15 C 0.5868(3) 0.46209(19) 0.18632(11) 0.0164(4) Uani 1 1 d . . .
O9 O 0.8935(2) 0.26744(13) -0.13452(8) 0.0238(4) Uani 1 1 d . . .
O6 O 0.7233(3) 0.78228(14) -0.04224(9) 0.0286(4) Uani 1 1 d . . .
O5 O 0.8639(2) 0.78185(14) -0.22251(9) 0.0276(4) Uani 1 1 d . . .
N1 N 0.9406(2) 0.47462(15) -0.21828(9) 0.0160(4) Uani 1 1 d . . .
H1A H 0.9243 0.4062 -0.1984 0.019 Uiso 1 1 calc R . .
C17 C 0.6702(3) 0.58004(19) 0.07611(11) 0.0175(4) Uani 1 1 d . . .
H17 H 0.6801 0.6553 0.0539 0.021 Uiso 1 1 calc R . .
C12 C 0.7260(3) 0.47670(18) 0.03182(11) 0.0148(4) Uani 1 1 d . . .
C7 C 1.1422(3) 0.5610(2) -0.40861(12) 0.0229(5) Uani 1 1 d . . .
H7 H 1.1592 0.6308 -0.4365 0.028 Uiso 1 1 calc R . .
C13 C 0.7129(3) 0.36591(19) 0.06512(11) 0.0170(4) Uani 1 1 d . . .
H13 H 0.7507 0.2955 0.0349 0.020 Uiso 1 1 calc R . .
C9 C 0.8145(3) 0.57138(18) -0.09278(11) 0.0150(4) Uani 1 1 d . . .
C16 C 0.6005(3) 0.57227(19) 0.15256(12) 0.0178(4) Uani 1 1 d . . .
H16 H 0.5612 0.6429 0.1826 0.021 Uiso 1 1 calc R . .
C14 C 0.6449(3) 0.35881(19) 0.14191(11) 0.0177(4) Uani 1 1 d . . .
H14 H 0.6377 0.2833 0.1645 0.021 Uiso 1 1 calc R . .
C6 C 1.0513(3) 0.5726(2) -0.33478(12) 0.0211(5) Uani 1 1 d . . .
H6 H 1.0064 0.6496 -0.3118 0.025 Uiso 1 1 calc R . .
C5 C 1.0264(3) 0.47002(19) -0.29447(11) 0.0175(4) Uani 1 1 d . . .
C8 C 0.8802(3) 0.56986(19) -0.17176(11) 0.0157(4) Uani 1 1 d . . .
C2 C 1.2092(3) 0.4489(2) -0.44292(11) 0.0203(5) Uani 1 1 d . . .
C18 C 0.5088(3) 0.45411(19) 0.26749(11) 0.0177(4) Uani 1 1 d . . .
C3 C 1.1821(3) 0.3463(2) -0.40240(12) 0.0214(5) Uani 1 1 d . . .
H3 H 1.2265 0.2694 -0.4254 0.026 Uiso 1 1 calc R . .
C4 C 1.0898(3) 0.3574(2) -0.32836(12) 0.0209(5) Uani 1 1 d . . .
H4A H 1.0700 0.2881 -0.3008 0.025 Uiso 1 1 calc R . .
C10 C 0.7801(3) 0.70305(19) -0.08960(12) 0.0194(5) Uani 1 1 d . . .
N3 N 0.9305(3) 0.06624(19) -0.11579(18) 0.0504(7) Uani 1 1 d . . .
C20 C 1.2246(3) 0.1177(2) -0.14006(14) 0.0276(5) Uani 1 1 d . . .
H20A H 1.2863 0.1394 -0.0943 0.033 Uiso 1 1 calc R . .
H20B H 1.2721 0.1542 -0.1880 0.033 Uiso 1 1 calc R . .
C1 C 1.3038(3) 0.4449(2) -0.52216(11) 0.0202(5) Uani 1 1 d . . .
C19 C 1.0021(3) 0.16003(19) -0.13146(13) 0.0235(5) Uani 1 1 d . . .
C11 C 0.8483(3) 0.70307(19) -0.17523(12) 0.0187(4) Uani 1 1 d . . .
C21 C 1.2768(4) -0.0201(3) -0.1454(2) 0.0484(8) Uani 1 1 d . . .
H21A H 1.3905 -0.0614 -0.1123 0.058 Uiso 1 1 calc R . .
H21B H 1.3117 -0.0448 -0.2000 0.058 Uiso 1 1 calc R . .
C23 C 0.7213(4) 0.0746(3) -0.1043(3) 0.0786(14) Uani 1 1 d . . .
H23A H 0.6436 0.1598 -0.0997 0.118 Uiso 1 1 calc R . .
H23B H 0.7012 0.0288 -0.0564 0.118 Uiso 1 1 calc R . .
H23C H 0.6767 0.0410 -0.1491 0.118 Uiso 1 1 calc R . .
C22 C 1.0846(4) -0.0502(3) -0.1153(3) 0.0721(13) Uani 1 1 d . . .
H22A H 1.0509 -0.1067 -0.1501 0.087 Uiso 1 1 calc R . .
H22B H 1.1003 -0.0872 -0.0617 0.087 Uiso 1 1 calc R . .
C29 C 0.7880(16) 0.9388(13) -0.4095(7) 0.046(2) Uani 0.50 1 d P A 1
H29 H 0.7796 0.8677 -0.4329 0.055 Uiso 0.50 1 calc PR A 1
N4 N 0.9623(9) 0.9620(7) -0.3850(3) 0.0337(11) Uani 0.50 1 d P A 1
C33 C 1.1660(15) 0.8816(13) -0.3970(9) 0.057(3) Uani 0.50 1 d P A 1
H33A H 1.1843 0.8538 -0.4507 0.086 Uiso 0.50 1 calc PR A 1
H33B H 1.1871 0.8117 -0.3602 0.086 Uiso 0.50 1 calc PR A 1
H33C H 1.2629 0.9258 -0.3881 0.086 Uiso 0.50 1 calc PR A 1
C30 C 0.6156(12) 1.0509(9) -0.3909(6) 0.070(2) Uani 0.50 1 d P A 1
H30A H 0.4921 1.0291 -0.3746 0.084 Uiso 0.50 1 calc PR A 1
H30B H 0.5880 1.1090 -0.4363 0.084 Uiso 0.50 1 calc PR A 1
C32 C 0.9265(19) 1.0539(8) -0.3347(5) 0.0432(19) Uani 0.50 1 d P A 1
N5 N 0.8069(13) 1.0603(5) -0.3632(4) 0.0582(15) Uani 0.50 1 d P B 2
C26 C 0.8974(15) 0.8812(7) -0.4311(4) 0.0560(18) Uani 0.50 1 d P B 2
H26A H 0.9123 0.9013 -0.4875 0.067 Uiso 0.50 1 calc PR B 2
H26B H 0.8852 0.7979 -0.4250 0.067 Uiso 0.50 1 calc PR B 2
C24 C 1.0050(18) 1.0143(11) -0.3551(7) 0.054(3) Uani 0.50 1 d P B 2
O8 O 1.048(2) 1.0815(15) -0.3008(8) 0.068(4) Uani 0.50 1 d PU A 1
O7 O 1.107(2) 1.0758(17) -0.3253(10) 0.074(4) Uani 0.50 1 d PU B 2
C27 C 0.714(2) 0.9715(13) -0.3944(8) 0.053(3) Uani 0.50 1 d P B 2
H27A H 0.6146 1.0101 -0.4339 0.064 Uiso 0.50 1 calc PR B 2
H27B H 0.6499 0.9326 -0.3521 0.064 Uiso 0.50 1 calc PR B 2
C28 C 0.6865(14) 1.1749(9) -0.3379(7) 0.082(3) Uani 0.50 1 d PU B 2
H28A H 0.6402 1.2285 -0.3835 0.123 Uiso 0.50 1 calc PR B 2
H28B H 0.7655 1.2107 -0.3060 0.123 Uiso 0.50 1 calc PR B 2
H28C H 0.5708 1.1645 -0.3066 0.123 Uiso 0.50 1 calc PR B 2
C31 C 0.6953(17) 1.1028(10) -0.3233(8) 0.089(3) Uani 0.50 1 d PU A 1
H31A H 0.6494 1.0743 -0.2723 0.106 Uiso 0.50 1 calc PR A 1
H31B H 0.6509 1.1925 -0.3263 0.106 Uiso 0.50 1 calc PR A 1
C25 C 1.0777(19) 0.8919(10) -0.3873(6) 0.046(3) Uani 0.50 1 d P B 2
H25A H 1.1139 0.8287 -0.3450 0.055 Uiso 0.50 1 calc PR B 2
H25B H 1.1954 0.8851 -0.4234 0.055 Uiso 0.50 1 calc 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 0.0181 0.0091 '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 0.0311 0.0180 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C9 N2 C12 129.08(18)
C14 C15 C16 119.21(18)
C14 C15 C18 119.77(18)
C16 C15 C18 121.02(19)
C8 N1 C5 128.51(17)
C16 C17 C12 119.50(18)
C17 C12 N2 123.01(17)
C17 C12 C13 119.96(17)
N2 C12 C13 117.03(18)
C6 C7 C2 121.2(2)
C14 C13 C12 120.10(19)
N2 C9 C8 127.90(19)
N2 C9 C10 139.52(19)
C8 C9 C10 92.57(16)
C17 C16 C15 121.0(2)
C13 C14 C15 120.26(18)
C7 C6 C5 119.0(2)
C6 C5 C4 120.59(19)
C6 C5 N1 122.05(19)
C4 C5 N1 117.36(18)
N1 C8 C9 128.29(18)
N1 C8 C11 139.89(17)
C9 C8 C11 91.82(17)
C7 C2 C3 119.50(19)
C7 C2 C1 117.53(19)
C3 C2 C1 123.0(2)
O3 C18 O4 123.21(18)
O3 C18 C15 122.64(19)
O4 C18 C15 114.14(17)
C4 C3 C2 119.7(2)
C3 C4 C5 120.04(19)
O6 C10 C9 138.59(19)
O6 C10 C11 133.38(19)
C9 C10 C11 88.03(16)
C19 N3 C23 124.7(2)
C19 N3 C22 113.5(2)
C23 N3 C22 121.7(2)
C19 C20 C21 105.02(19)
O2 C1 O1 122.93(18)
O2 C1 C2 121.0(2)
O1 C1 C2 116.04(18)
O9 C19 N3 123.1(2)
O9 C19 C20 126.8(2)
N3 C19 C20 110.0(2)
O5 C11 C8 138.8(2)
O5 C11 C10 133.7(2)
C8 C11 C10 87.58(15)
C20 C21 C22 104.1(2)
N3 C22 C21 104.6(2)
N4 C29 C30 106.1(10)
C32 N4 C29 114.0(7)
C32 N4 C33 120.0(9)
C29 N4 C33 124.7(9)
C29 C30 C31 102.3(9)
O8 C32 N4 126.0(13)
O8 C32 C31 127.3(11)
N4 C32 C31 106.3(8)
C24 N5 C28 126.0(10)
C24 N5 C27 112.8(8)
C28 N5 C27 120.9(9)
C27 C26 C25 105.9(9)
O7 C24 N5 121.2(13)
O7 C24 C25 128.2(13)
N5 C24 C25 110.6(13)
N5 C27 C26 101.0(10)
C30 C31 C32 104.1(8)
C24 C25 C26 103.2(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O3 C18 1.236(3)
N2 C9 1.349(3)
N2 C12 1.399(2)
O1 C1 1.326(3)
O4 C18 1.314(3)
O2 C1 1.228(3)
C15 C14 1.394(3)
C15 C16 1.397(3)
C15 C18 1.476(3)
O9 C19 1.252(3)
O6 C10 1.218(3)
O5 C11 1.212(3)
N1 C8 1.344(3)
N1 C5 1.405(2)
C17 C16 1.382(3)
C17 C12 1.394(3)
C12 C13 1.400(3)
C7 C6 1.381(3)
C7 C2 1.392(3)
C13 C14 1.382(3)
C9 C8 1.406(3)
C9 C10 1.472(3)
C6 C5 1.391(3)
C5 C4 1.393(3)
C8 C11 1.487(3)
C2 C3 1.398(3)
C2 C1 1.476(3)
C3 C4 1.387(3)
C10 C11 1.519(3)
N3 C19 1.329(3)
N3 C23 1.441(4)
N3 C22 1.458(4)
C20 C19 1.491(3)
C20 C21 1.532(4)
C21 C22 1.540(5)
C29 N4 1.409(14)
C29 C30 1.525(11)
N4 C32 1.359(10)
N4 C33 1.467(11)
C30 C31 1.530(15)
C32 O8 1.178(19)
C32 C31 1.555(15)
N5 C24 1.343(13)
N5 C28 1.422(11)
N5 C27 1.495(16)
C26 C27 1.526(13)
C26 C25 1.537(15)
C24 O7 1.28(2)
C24 C25 1.481(16)
