#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:04:47 +0100 (vie 25 de mar de 2016) $
#$Revision: 180002 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/96/7029670.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_7029670
loop_
_publ_author_name
'Karmakar, Anirban'
'Guedes da Silva, M Fátima C'
'Pombeiro, Armando J. L.'
_publ_section_title
;
 Zinc metal-organic frameworks: efficient catalysts for the
 diastereoselective Henry reaction and transesterification.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7795
_journal_page_last               7810
_journal_paper_doi               10.1039/c4dt00219a
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C15 H13 N O7 Zn, 0.5(C4 H8 O2)'
_chemical_formula_sum            'C17 H17 N O8 Zn'
_chemical_formula_weight         428.68
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90.931(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.2898(3)
_cell_length_b                   19.3555(11)
_cell_length_c                   14.9434(8)
_cell_measurement_reflns_used    6118
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.28
_cell_measurement_theta_min      2.51
_cell_volume                     1819.00(17)
_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-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20191
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         25.369
_diffrn_reflns_theta_min         2.507
_exptl_absorpt_coefficient_mu    1.395
_exptl_absorpt_correction_T_max  0.9
_exptl_absorpt_correction_T_min  0.8
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.917
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3345
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0401
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0655P)²+0.5672P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1058
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2705
_reflns_number_total             3345
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4dt00219a2.cif
_cod_data_source_block           Compound3
_cod_depositor_comments
'Adding full bibliography for 7029668--7029670.cif.'
_cod_database_code               7029670
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.3467(4) 0.15627(13) 0.76094(17) 0.0282(6) Uani 1 1 d . .
C2 C 0.4412(4) 0.20760(13) 0.82636(17) 0.0277(6) Uani 1 1 d . .
C3 C 0.6293(4) 0.18828(14) 0.87051(18) 0.0328(6) Uani 1 1 d . .
H3 H 0.6854 0.1446 0.8600 0.039 Uiso 1 1 calc R U
C4 C 0.7343(4) 0.23198(14) 0.92922(18) 0.0330(6) Uani 1 1 d . .
H4 H 0.8592 0.2179 0.9579 0.040 Uiso 1 1 calc R U
C5 C 0.6517(4) 0.29717(13) 0.94507(17) 0.0277(6) Uani 1 1 d . .
C6 C 0.4659(4) 0.31804(14) 0.90187(18) 0.0297(6) Uani 1 1 d . .
H6 H 0.4130 0.3622 0.9122 0.036 Uiso 1 1 calc R U
C7 C 0.3574(4) 0.27411(13) 0.84342(16) 0.0262(6) Uani 1 1 d . .
C8 C -0.2393(4) 0.15321(14) 0.50861(17) 0.0296(6) Uani 1 1 d . .
C10 C 0.2027(6) 0.5227(3) 0.5140(3) 0.0796(13) Uani 1 1 d . .
H10A H 0.3431 0.5162 0.5405 0.095 Uiso 1 1 calc R U
H10B H 0.2054 0.5645 0.4782 0.095 Uiso 1 1 calc R U
C11 C 0.0574(4) 0.35433(14) 0.80493(18) 0.0300(6) Uani 1 1 d . .
C12 C -0.1395(4) 0.35859(14) 0.74716(17) 0.0302(6) Uani 1 1 d . .
C13 C -0.2112(5) 0.30600(16) 0.6913(2) 0.0411(7) Uani 1 1 d . .
H13 H -0.1295 0.2663 0.6850 0.049 Uiso 1 1 calc R U
C14 C -0.4018(5) 0.31172(19) 0.6448(2) 0.0462(8) Uani 1 1 d . .
H14 H -0.4495 0.2758 0.6084 0.055 Uiso 1 1 calc R U
C15 C -0.5214(5) 0.37124(19) 0.6528(2) 0.0475(8) Uani 1 1 d . .
H15 H -0.6510 0.3751 0.6223 0.057 Uiso 1 1 calc R U
C16 C -0.4498(5) 0.42473(18) 0.7055(2) 0.0475(8) Uani 1 1 d . .
H16 H -0.5280 0.4654 0.7089 0.057 Uiso 1 1 calc R U
C17 C -0.2615(5) 0.41802(16) 0.7532(2) 0.0409(7) Uani 1 1 d . .
H17 H -0.2156 0.4539 0.7900 0.049 Uiso 1 1 calc R U
C20 C 0.1507(6) 0.4630(3) 0.4555(3) 0.0755(12) Uani 1 1 d . .
H20A H 0.2545 0.4598 0.4083 0.091 Uiso 1 1 calc R U
H20B H 0.1582 0.4207 0.4903 0.091 Uiso 1 1 calc R U
N1 N 0.1680(3) 0.29466(12) 0.79922(15) 0.0323(5) Uani 1 1 d . .
H1 H 0.1145 0.2646 0.7630 0.039 Uiso 1 1 calc R U
O1 O 0.1827(3) 0.17580(10) 0.71580(14) 0.0427(5) Uani 1 1 d . .
O2 O 0.4254(4) 0.09894(10) 0.75228(16) 0.0487(6) Uani 1 1 d . .
O3 O -0.0849(3) 0.17733(10) 0.55454(13) 0.0398(5) Uani 1 1 d . .
O4 O -0.3017(3) 0.09238(10) 0.51430(15) 0.0425(5) Uani 1 1 d . .
O5 O 0.1096(3) 0.40292(10) 0.85322(14) 0.0425(5) Uani 1 1 d . .
O10 O -0.1343(4) 0.04967(13) 0.71000(16) 0.0522(6) Uani 1 1 d D .
O20 O 0.2365(4) 0.05429(13) 0.54804(17) 0.0534(6) Uani 1 1 d D .
O30 O 0.0530(4) 0.53035(16) 0.58263(16) 0.0680(8) Uani 1 1 d . .
Zn1 Zn 0.05367(5) 0.10790(2) 0.63238(2) 0.02871(14) Uani 1 1 d . .
H10C H -0.092(5) 0.0400(16) 0.7671(14) 0.043 Uiso 1 1 d D U
H20C H 0.377(3) 0.0666(17) 0.556(2) 0.043 Uiso 1 1 d D U
H10D H -0.275(3) 0.0649(16) 0.714(2) 0.043 Uiso 1 1 d D U
H20D H 0.228(5) 0.0091(10) 0.541(2) 0.043 Uiso 1 1 d D U
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'
Zn Zn 0.2839 1.4301 '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
O2 C1 O1 122.4(2) . .
O2 C1 C2 120.7(2) . .
O1 C1 C2 116.9(2) . .
C3 C2 C7 118.3(2) . .
C3 C2 C1 116.8(2) . .
C7 C2 C1 124.8(2) . .
C4 C3 C2 122.0(2) . .
C3 C4 C5 119.3(2) . .
C6 C5 C4 120.1(2) . .
C6 C5 C8 118.6(2) . 4_666
C4 C5 C8 121.3(2) . 4_666
C5 C6 C7 121.1(2) . .
C6 C7 N1 121.6(2) . .
C6 C7 C2 119.3(2) . .
N1 C7 C2 119.1(2) . .
O4 C8 O3 123.4(2) . .
O4 C8 C5 120.4(2) . 4_465
O3 C8 C5 116.2(2) . 4_465
O30 C10 C20 111.6(4) . .
O5 C11 N1 124.0(2) . .
O5 C11 C12 120.4(2) . .
N1 C11 C12 115.6(2) . .
C13 C12 C17 118.2(3) . .
C13 C12 C11 124.3(2) . .
C17 C12 C11 117.4(3) . .
C14 C13 C12 121.0(3) . .
C15 C14 C13 119.5(3) . .
C16 C15 C14 120.3(3) . .
C17 C16 C15 119.8(3) . .
C16 C17 C12 121.1(3) . .
O30 C20 C10 111.1(4) 3_566 .
C11 N1 C7 130.0(2) . .
C1 O1 Zn1 117.05(17) . .
C8 O3 Zn1 113.29(17) . .
C20 O30 C10 109.3(3) 3_566 .
O3 Zn1 O1 95.27(9) . .
O3 Zn1 O20 103.54(10) . .
O1 Zn1 O20 120.39(10) . .
O3 Zn1 O10 117.59(9) . .
O1 Zn1 O10 104.34(10) . .
O20 Zn1 O10 114.81(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O2 1.223(3) .
C1 O1 1.281(3) .
C1 C2 1.509(4) .
C2 C3 1.396(4) .
C2 C7 1.416(4) .
C3 C4 1.379(4) .
C4 C5 1.386(4) .
C5 C6 1.386(4) .
C5 C8 1.508(4) 4_666
C6 C7 1.390(4) .
C7 N1 1.410(3) .
C8 O4 1.244(3) .
C8 O3 1.269(3) .
C8 C5 1.507(3) 4_465
C10 O30 1.411(5) .
C10 C20 1.483(6) .
C11 O5 1.227(3) .
C11 N1 1.352(3) .
C11 C12 1.500(4) .
C12 C13 1.387(4) .
C12 C17 1.386(4) .
C13 C14 1.380(4) .
C14 C15 1.382(5) .
C15 C16 1.372(5) .
C16 C17 1.378(4) .
C20 O30 1.400(5) 3_566
O1 Zn1 1.9766(18) .
O3 Zn1 1.9713(18) .
O10 Zn1 2.015(2) .
O20 Zn1 2.009(2) .
O30 C20 1.400(5) 3_566
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
N1 H1 O1 0.86 1.91 2.619(3) 139.0 .
O10 H10C O30 0.908(18) 2.264(19) 3.155(3) 167(3) 2_546
O20 H20C O4 0.923(18) 2.18(2) 3.047(3) 156(3) 1_655
O10 H10D O2 0.933(18) 2.087(19) 3.005(3) 168(3) 1_455
O20 H20D O4 0.884(18) 2.18(2) 3.018(3) 158(3) 3_556
