# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_R-CuMOF-1
_database_code_depnum_ccdc_archive 'CCDC 1427405'
_audit_update_record             
;
2015-09-25 deposited with the CCDC.
2016-02-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 Cu N O8'
_chemical_formula_weight         568.04

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   27.62(6)
_cell_length_b                   13.15(3)
_cell_length_c                   7.699(15)
_cell_angle_alpha                90
_cell_angle_beta                 92.16(3)
_cell_angle_gamma                90
_cell_volume                     2794(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4077
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.830
_shelx_estimated_absorpt_T_min   0.852
_shelx_estimated_absorpt_T_max   0.852
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.852
_exptl_absorpt_correction_T_max  0.852
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   '(CrystalClear; Rigaku/MSC, 2006)'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10364
_diffrn_reflns_av_unetI/netI     0.1577
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.080
_diffrn_reflns_theta_max         27.521
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_point_group_measured_fraction_full 0.954
_reflns_number_total             5977
_reflns_number_gt                3169
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_max     0.866
_reflns_Friedel_fraction_full    0.908

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1307P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0024(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 870 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5977
_refine_ls_number_parameters     353
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1377
_refine_ls_R_factor_gt           0.0838
_refine_ls_wR_factor_ref         0.2591
_refine_ls_wR_factor_gt          0.2004
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      0.992
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.2041(4) 0.8278(9) 1.2065(17) 0.026(3) Uani 1 1 d . . . . .
C2 C -0.2523(4) 0.8074(9) 1.1426(15) 0.023(3) Uani 1 1 d . . . . .
C3 C -0.2658(4) 0.7136(10) 1.0591(15) 0.030(3) Uani 1 1 d . . . . .
H1 H -0.2984 0.7020 1.0204 0.036 Uiso 1 1 calc R U . . .
C4 C -0.2303(4) 0.6389(9) 1.0352(15) 0.024(2) Uani 1 1 d . . . . .
H2 H -0.2392 0.5759 0.9828 0.029 Uiso 1 1 calc R U . . .
C5 C -0.1820(4) 0.6563(10) 1.0878(16) 0.029(3) Uani 1 1 d . . . . .
C6 C -0.1443(4) 0.5829(9) 1.0567(17) 0.028(3) Uani 1 1 d . . . . .
H3 H -0.1524 0.5239 0.9906 0.033 Uiso 1 1 calc R U . . .
C7 C -0.0973(4) 0.5948(10) 1.1185(18) 0.024(3) Uani 1 1 d . . . . .
C8 C -0.0840(4) 0.6847(10) 1.2106(17) 0.033(3) Uani 1 1 d . . . . .
H4 H -0.0516 0.6924 1.2548 0.039 Uiso 1 1 calc R U . . .
C9 C -0.1171(4) 0.7609(10) 1.2372(17) 0.028(3) Uani 1 1 d . . . . .
H5 H -0.1066 0.8217 1.2938 0.034 Uiso 1 1 calc R U . . .
C10 C -0.1688(4) 0.7507(10) 1.1798(17) 0.028(3) Uani 1 1 d . . . . .
C11 C -0.0611(4) 0.5100(10) 1.0779(17) 0.020(3) Uani 1 1 d . . . . .
C12 C -0.3348(4) 0.8507(10) 1.199(2) 0.047(4) Uani 1 1 d . . . . .
H6 H -0.3526 0.8437 1.0873 0.070 Uiso 1 1 calc R U . . .
H7 H -0.3508 0.9015 1.2703 0.070 Uiso 1 1 calc R U . . .
H8 H -0.3342 0.7851 1.2596 0.070 Uiso 1 1 calc R U . . .
C13 C 0.1931(5) -0.0783(10) 0.6889(19) 0.033(3) Uani 1 1 d . . . . .
C14 C 0.2137(5) -0.0667(10) 0.525(2) 0.037(3) Uani 1 1 d . . . . .
C15 C 0.2021(5) 0.0156(10) 0.4174(18) 0.036(3) Uani 1 1 d . . . . .
H9 H 0.2167 0.0218 0.3082 0.043 Uiso 1 1 calc R U . . .
C16 C 0.1692(5) 0.0886(10) 0.4693(18) 0.038(3) Uani 1 1 d . . . . .
H10 H 0.1602 0.1426 0.3927 0.045 Uiso 1 1 calc R U . . .
C17 C 0.1491(5) 0.0832(10) 0.6348(18) 0.036(3) Uani 1 1 d . . . . .
C18 C 0.1156(5) 0.1587(12) 0.6928(18) 0.044(4) Uani 1 1 d . . . . .
H11 H 0.1067 0.2118 0.6143 0.053 Uiso 1 1 calc R U . . .
C19 C 0.0957(5) 0.1594(10) 0.8530(18) 0.029(3) Uani 1 1 d . . . . .
C20 C 0.1116(5) 0.0787(9) 0.9681(17) 0.031(3) Uani 1 1 d . . . . .
H12 H 0.1005 0.0787 1.0834 0.037 Uiso 1 1 calc R U . . .
C21 C 0.1423(4) 0.0008(10) 0.9202(16) 0.029(3) Uani 1 1 d . . . . .
H13 H 0.1505 -0.0522 0.9998 0.035 Uiso 1 1 calc R U . . .
C22 C 0.1616(5) 0.0009(11) 0.7505(18) 0.031(3) Uani 1 1 d . . . . .
C23 C 0.0594(5) 0.2367(11) 0.909(2) 0.032(3) Uani 1 1 d . . . . .
C24 C 0.2766(4) -0.1231(14) 0.3312(16) 0.041(3) Uani 1 1 d . . . . .
H14 H 0.2569 -0.1247 0.2226 0.061 Uiso 1 1 calc R U . . .
H15 H 0.3018 -0.1754 0.3277 0.061 Uiso 1 1 calc R U . . .
H16 H 0.2917 -0.0561 0.3453 0.061 Uiso 1 1 calc R U . . .
C25 C 0.3906(6) 0.1054(16) 0.606(2) 0.060(5) Uani 1 1 d . . . . .
C26 C 0.4426(6) 0.1504(12) 0.648(2) 0.052(4) Uani 1 1 d . . . . .
H17 H 0.4671 0.1035 0.6063 0.078 Uiso 1 1 calc R U . . .
H18 H 0.4473 0.1593 0.7741 0.078 Uiso 1 1 calc R U . . .
H19 H 0.4457 0.2163 0.5903 0.078 Uiso 1 1 calc R U . . .
C27 C 0.3607(7) 0.2753(11) 0.720(2) 0.054(4) Uani 1 1 d . . . . .
H20 H 0.3892 0.2760 0.7995 0.081 Uiso 1 1 calc R U . . .
H21 H 0.3320 0.2944 0.7830 0.081 Uiso 1 1 calc R U . . .
H22 H 0.3654 0.3239 0.6253 0.081 Uiso 1 1 calc R U . . .
C28 C 0.3037(4) 0.1322(10) 0.5965(17) 0.031(3) Uani 1 1 d . . . . .
H23 H 0.2985 0.1336 0.4699 0.047 Uiso 1 1 calc R U . . .
H24 H 0.2802 0.1771 0.6500 0.047 Uiso 1 1 calc R U . . .
H25 H 0.2995 0.0626 0.6387 0.047 Uiso 1 1 calc R U . . .
O1 O -0.2857(2) 0.8829(8) 1.1694(10) 0.0300(18) Uani 1 1 d . . . . .
O2 O -0.0686(3) 0.4623(7) 0.9365(12) 0.031(2) Uani 1 1 d . . . . .
O3 O 0.2460(3) -0.1427(7) 0.4764(10) 0.030(2) Uani 1 1 d . . . . .
O4 O 0.0369(3) 0.2861(7) 0.7840(12) 0.029(2) Uani 1 1 d . . . . .
O5 O -0.0535(3) 0.2511(7) 0.9293(12) 0.033(2) Uani 1 1 d . . . . .
O6 O 0.0248(3) 0.4960(7) 0.8134(12) 0.031(2) Uani 1 1 d . . . . .
O7 O -0.0548(3) 0.3711(10) 0.5796(11) 0.0358(19) Uani 1 1 d . . . . .
H26 H -0.037(4) 0.370(12) 0.503(13) 0.02(3) Uiso 1 1 d . . . . .
O8 O 0.3819(3) 0.0224(7) 0.5355(12) 0.038(2) Uani 1 1 d . . . . .
N1 N 0.3538(5) 0.1677(11) 0.6434(18) 0.061(4) Uani 1 1 d . . . . .
Cu1 Cu -0.01832(5) 0.37383(12) 0.84018(18) 0.0290(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C10 1.426(17) . ?
C1 C2 1.429(16) . ?
C1 C13 1.498(17) 2_567 ?
C2 O1 1.375(14) . ?
C2 C3 1.434(17) . ?
C3 C4 1.405(16) . ?
C4 C5 1.397(16) . ?
C5 C6 1.447(16) . ?
C5 C10 1.468(18) . ?
C6 C7 1.375(17) . ?
C7 C8 1.420(18) . ?
C7 C11 1.539(18) . ?
C8 C9 1.378(16) . ?
C9 C10 1.484(16) . ?
C11 O2 1.267(15) . ?
C11 O6 1.294(15) 2_557 ?
C12 O1 1.446(14) . ?
C13 C14 1.409(19) . ?
C13 C22 1.449(18) . ?
C13 C1 1.498(17) 2_547 ?
C14 C15 1.395(19) . ?
C14 O3 1.400(15) . ?
C15 C16 1.390(18) . ?
C16 C17 1.411(18) . ?
C17 C22 1.435(19) . ?
C17 C18 1.439(19) . ?
C18 C19 1.370(18) . ?
C19 C20 1.441(18) . ?
C19 C23 1.50(2) . ?
C20 C21 1.388(17) . ?
C21 C22 1.429(17) . ?
C23 O5 1.278(17) 2_557 ?
C23 O4 1.298(17) . ?
C24 O3 1.450(13) . ?
C25 O8 1.24(2) . ?
C25 N1 1.34(2) . ?
C25 C26 1.57(2) . ?
C27 N1 1.54(2) . ?
C28 N1 1.492(18) . ?
O2 Cu1 1.976(9) . ?
O4 Cu1 1.974(9) . ?
O5 C23 1.278(17) 2_557 ?
O5 Cu1 2.017(10) . ?
O6 C11 1.294(15) 2_557 ?
O6 Cu1 2.016(9) . ?
O7 Cu1 2.211(9) . ?
Cu1 Cu1 2.625(5) 2_557 ?

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
C10 C1 C2 116.7(11) . . ?
C10 C1 C13 122.6(11) . 2_567 ?
C2 C1 C13 120.4(10) . 2_567 ?
O1 C2 C1 115.8(10) . . ?
O1 C2 C3 121.7(10) . . ?
C1 C2 C3 122.5(11) . . ?
C4 C3 C2 119.4(11) . . ?
C5 C4 C3 120.7(12) . . ?
C4 C5 C6 121.8(12) . . ?
C4 C5 C10 119.7(11) . . ?
C6 C5 C10 118.5(11) . . ?
C7 C6 C5 122.9(12) . . ?
C6 C7 C8 119.4(11) . . ?
C6 C7 C11 117.4(12) . . ?
C8 C7 C11 123.1(11) . . ?
C9 C8 C7 121.2(11) . . ?
C8 C9 C10 121.8(11) . . ?
C1 C10 C5 120.8(11) . . ?
C1 C10 C9 123.1(11) . . ?
C5 C10 C9 116.0(10) . . ?
O2 C11 O6 125.7(12) . 2_557 ?
O2 C11 C7 116.6(11) . . ?
O6 C11 C7 117.7(11) 2_557 . ?
C14 C13 C22 118.8(12) . . ?
C14 C13 C1 119.3(11) . 2_547 ?
C22 C13 C1 121.9(12) . 2_547 ?
C15 C14 O3 121.8(12) . . ?
C15 C14 C13 121.7(12) . . ?
O3 C14 C13 116.5(12) . . ?
C16 C15 C14 120.2(12) . . ?
C15 C16 C17 120.6(12) . . ?
C16 C17 C22 120.3(12) . . ?
C16 C17 C18 121.7(12) . . ?
C22 C17 C18 118.0(12) . . ?
C19 C18 C17 124.7(14) . . ?
C18 C19 C20 115.2(13) . . ?
C18 C19 C23 123.8(13) . . ?
C20 C19 C23 121.0(12) . . ?
C21 C20 C19 123.7(12) . . ?
C20 C21 C22 119.6(12) . . ?
C21 C22 C17 118.7(12) . . ?
C21 C22 C13 123.2(12) . . ?
C17 C22 C13 118.2(12) . . ?
O5 C23 O4 124.8(13) 2_557 . ?
O5 C23 C19 119.4(13) 2_557 . ?
O4 C23 C19 115.7(13) . . ?
O8 C25 N1 119.6(16) . . ?
O8 C25 C26 125.5(16) . . ?
N1 C25 C26 114.7(17) . . ?
C2 O1 C12 116.7(10) . . ?
C11 O2 Cu1 121.3(8) . . ?
C14 O3 C24 118.5(11) . . ?
C23 O4 Cu1 118.9(9) . . ?
C23 O5 Cu1 122.2(9) 2_557 . ?
C11 O6 Cu1 119.5(8) 2_557 . ?
C25 N1 C28 117.4(15) . . ?
C25 N1 C27 123.8(16) . . ?
C28 N1 C27 118.7(14) . . ?
O4 Cu1 O2 170.3(4) . . ?
O4 Cu1 O6 88.8(4) . . ?
O2 Cu1 O6 89.7(4) . . ?
O4 Cu1 O5 89.6(4) . . ?
O2 Cu1 O5 89.4(4) . . ?
O6 Cu1 O5 165.2(4) . . ?
O4 Cu1 O7 96.9(4) . . ?
O2 Cu1 O7 92.8(4) . . ?
O6 Cu1 O7 99.8(4) . . ?
O5 Cu1 O7 95.0(4) . . ?
O4 Cu1 Cu1 86.1(3) . 2_557 ?
O2 Cu1 Cu1 84.2(3) . 2_557 ?
O6 Cu1 Cu1 83.5(3) . 2_557 ?
O5 Cu1 Cu1 81.6(3) . 2_557 ?
O7 Cu1 Cu1 175.5(2) . 2_557 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 O1 -179.9(10) . . . . ?
C13 C1 C2 O1 5.8(17) 2_567 . . . ?
C10 C1 C2 C3 1.5(18) . . . . ?
C13 C1 C2 C3 -172.8(11) 2_567 . . . ?
O1 C2 C3 C4 -179.9(10) . . . . ?
C1 C2 C3 C4 -1.3(18) . . . . ?
C2 C3 C4 C5 -1.7(17) . . . . ?
C3 C4 C5 C6 -176.7(11) . . . . ?
C3 C4 C5 C10 4.3(17) . . . . ?
C4 C5 C6 C7 -175.0(12) . . . . ?
C10 C5 C6 C7 4.0(18) . . . . ?
C5 C6 C7 C8 -3(2) . . . . ?
C5 C6 C7 C11 179.1(11) . . . . ?
C6 C7 C8 C9 -1(2) . . . . ?
C11 C7 C8 C9 177.0(12) . . . . ?
C7 C8 C9 C10 3(2) . . . . ?
C2 C1 C10 C5 1.2(17) . . . . ?
C13 C1 C10 C5 175.3(11) 2_567 . . . ?
C2 C1 C10 C9 179.4(12) . . . . ?
C13 C1 C10 C9 -6.4(18) 2_567 . . . ?
C4 C5 C10 C1 -4.1(18) . . . . ?
C6 C5 C10 C1 176.9(11) . . . . ?
C4 C5 C10 C9 177.6(11) . . . . ?
C6 C5 C10 C9 -1.4(16) . . . . ?
C8 C9 C10 C1 179.5(12) . . . . ?
C8 C9 C10 C5 -2.1(18) . . . . ?
C6 C7 C11 O2 30.9(16) . . . . ?
C8 C7 C11 O2 -147.0(13) . . . . ?
C6 C7 C11 O6 -151.6(12) . . . 2_557 ?
C8 C7 C11 O6 30.5(18) . . . 2_557 ?
C22 C13 C14 C15 -4(2) . . . . ?
C1 C13 C14 C15 175.5(12) 2_547 . . . ?
C22 C13 C14 O3 176.5(11) . . . . ?
C1 C13 C14 O3 -3.9(18) 2_547 . . . ?
O3 C14 C15 C16 178.9(12) . . . . ?
C13 C14 C15 C16 -1(2) . . . . ?
C14 C15 C16 C17 3(2) . . . . ?
C15 C16 C17 C22 -1(2) . . . . ?
C15 C16 C17 C18 179.0(13) . . . . ?
C16 C17 C18 C19 -178.3(15) . . . . ?
C22 C17 C18 C19 2(2) . . . . ?
C17 C18 C19 C20 2(2) . . . . ?
C17 C18 C19 C23 -177.6(13) . . . . ?
C18 C19 C20 C21 -4(2) . . . . ?
C23 C19 C20 C21 175.1(12) . . . . ?
C19 C20 C21 C22 2.9(19) . . . . ?
C20 C21 C22 C17 1.1(19) . . . . ?
C20 C21 C22 C13 -178.8(13) . . . . ?
C16 C17 C22 C21 177.0(13) . . . . ?
C18 C17 C22 C21 -3(2) . . . . ?
C16 C17 C22 C13 -3(2) . . . . ?
C18 C17 C22 C13 176.5(13) . . . . ?
C14 C13 C22 C21 -174.4(13) . . . . ?
C1 C13 C22 C21 6(2) 2_547 . . . ?
C14 C13 C22 C17 5.8(19) . . . . ?
C1 C13 C22 C17 -173.8(12) 2_547 . . . ?
C18 C19 C23 O5 -159.4(14) . . . 2_557 ?
C20 C19 C23 O5 21.4(19) . . . 2_557 ?
C18 C19 C23 O4 19(2) . . . . ?
C20 C19 C23 O4 -160.2(12) . . . . ?
C1 C2 O1 C12 -146.8(11) . . . . ?
C3 C2 O1 C12 31.9(16) . . . . ?
O6 C11 O2 Cu1 -11.1(16) 2_557 . . . ?
C7 C11 O2 Cu1 166.1(8) . . . . ?
C15 C14 O3 C24 15.0(18) . . . . ?
C13 C14 O3 C24 -165.6(11) . . . . ?
O5 C23 O4 Cu1 -10.8(18) 2_557 . . . ?
C19 C23 O4 Cu1 170.8(8) . . . . ?
O8 C25 N1 C28 0(2) . . . . ?
C26 C25 N1 C28 176.3(12) . . . . ?
O8 C25 N1 C27 -175.7(14) . . . . ?
C26 C25 N1 C27 0(2) . . . . ?

_refine_diff_density_max         1.036
_refine_diff_density_min         -0.917
_refine_diff_density_rms         0.140


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: N,N-dimethylacetoamide/ H2O'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_R-ZnMOF-1
_database_code_depnum_ccdc_archive 'CCDC 1427406'
_audit_update_record             
;
2015-09-25 deposited with the CCDC.
2016-02-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H32 N4 O10 Zn'
_chemical_formula_weight         673.96

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, -z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   9.845(3)
_cell_length_b                   22.697(6)
_cell_length_c                   15.055(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3364.1(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6043
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_F_000             1400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.788
_shelx_estimated_absorpt_T_min   0.787
_shelx_estimated_absorpt_T_max   0.911
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.7866
_exptl_absorpt_correction_T_max  0.9114
_exptl_absorpt_process_details   '(CrystalClear; Rigaku/MSC, 2006)'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20470
_diffrn_reflns_av_unetI/netI     0.0717
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.248
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3848
_reflns_number_gt                3022
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.998

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0150P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1121 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.008(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3848
_refine_ls_number_parameters     262
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0280
_refine_ls_wR_factor_ref         0.0551
_refine_ls_wR_factor_gt          0.0541
_refine_ls_goodness_of_fit_ref   0.865
_refine_ls_restrained_S_all      0.865
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0573(3) 0.24320(12) 0.71705(16) 0.0140(6) Uani 1 1 d . . . . .
C2 C 0.1686(3) 0.27793(13) 0.73150(16) 0.0158(7) Uani 1 1 d . . . . .
C3 C 0.2780(3) 0.28067(14) 0.67086(19) 0.0199(7) Uani 1 1 d . . . . .
H1 H 0.347(3) 0.3028(13) 0.683(2) 0.024 Uiso 1 1 d . U . . .
C4 C 0.2713(3) 0.24923(14) 0.59367(19) 0.0204(7) Uani 1 1 d . . . . .
H2 H 0.346(3) 0.2504(13) 0.5528(17) 0.024 Uiso 1 1 d . U . . .
C5 C 0.1581(3) 0.21324(13) 0.57414(17) 0.0150(6) Uani 1 1 d . . . . .
C6 C 0.1486(3) 0.18129(13) 0.49424(18) 0.0167(7) Uani 1 1 d . . . . .
H3 H 0.220(3) 0.1824(13) 0.4564(19) 0.020 Uiso 1 1 d . U . . .
C7 C 0.0400(3) 0.14541(12) 0.47630(17) 0.0160(7) Uani 1 1 d . . . . .
C8 C -0.0642(3) 0.13961(13) 0.54006(19) 0.0185(7) Uani 1 1 d . . . . .
H4 H -0.147(3) 0.1168(13) 0.5262(17) 0.022 Uiso 1 1 d . U . . .
C9 C -0.0601(3) 0.17127(14) 0.61754(18) 0.0177(7) Uani 1 1 d . . . . .
H5 H -0.128(3) 0.1668(12) 0.6583(17) 0.021 Uiso 1 1 d . U . . .
C10 C 0.0498(3) 0.20932(13) 0.63710(17) 0.0141(6) Uani 1 1 d . . . . .
C11 C 0.0311(3) 0.11298(12) 0.39028(17) 0.0175(7) Uani 1 1 d . . . . .
C12 C 0.2128(4) -0.02691(14) 0.2070(2) 0.0259(8) Uani 1 1 d . . . . .
H6 H 0.200(3) -0.0149(13) 0.1453(19) 0.025(8) Uiso 1 1 d . . . . .
C13 C 0.3179(4) -0.1017(2) 0.2994(3) 0.0374(10) Uani 1 1 d . . . . .
H7 H 0.342(5) -0.1435(18) 0.289(3) 0.096(18) Uiso 1 1 d . . . . .
H8 H 0.232(4) -0.1009(15) 0.331(2) 0.041(10) Uiso 1 1 d . . . . .
C14 C 0.4447(4) 0.1255(2) 0.0086(3) 0.0529(12) Uani 1 1 d . . . . .
H9 H 0.433(6) 0.165(3) -0.006(4) 0.17(3) Uiso 1 1 d . . . . .
C15A C 0.5775(12) 0.0536(3) 0.0941(6) 0.080(4) Uani 0.678(14) 1 d . U P A 1
H14 H 0.5110 0.0219 0.0862 0.120 Uiso 0.678(14) 1 calc R U P A 1
H15 H 0.6171 0.0510 0.1537 0.120 Uiso 0.678(14) 1 calc R U P A 1
H16 H 0.6495 0.0497 0.0496 0.120 Uiso 0.678(14) 1 calc R U P A 1
C15B C 0.438(3) 0.0698(8) 0.1296(12) 0.122(12) Uani 0.322(14) 1 d . U P A 2
H17 H 0.3586 0.0871 0.1595 0.183 Uiso 0.322(14) 1 calc R U P A 2
H18 H 0.4983 0.0524 0.1739 0.183 Uiso 0.322(14) 1 calc R U P A 2
H19 H 0.4071 0.0392 0.0882 0.183 Uiso 0.322(14) 1 calc R U P A 2
O1 O 0.1713(2) 0.31145(10) 0.80706(14) 0.0227(6) Uani 1 1 d . . . . .
H10 H 0.233(3) 0.3308(14) 0.815(2) 0.027 Uiso 1 1 d . U . . .
O2 O -0.0620(2) 0.07525(9) 0.37927(12) 0.0203(5) Uani 1 1 d . . . . .
O3 O 0.1131(2) 0.12341(9) 0.32717(11) 0.0195(5) Uani 1 1 d . . . . .
O4 O 0.1478(2) -0.00567(9) 0.26991(12) 0.0253(5) Uani 1 1 d . . . . .
O5 O 0.4134(3) 0.09057(12) -0.05000(16) 0.0510(8) Uani 1 1 d . . . . .
N1 N 0.2983(3) -0.07173(12) 0.21547(19) 0.0272(7) Uani 1 1 d . . . . .
H11 H 0.338(4) -0.0819(16) 0.164(2) 0.049(13) Uiso 1 1 d . . . . .
N2 N 0.5066(4) 0.11363(16) 0.0829(2) 0.0550(9) Uani 1 1 d . . . . .
H12 H 0.535(4) 0.1432(15) 0.118(2) 0.064(14) Uiso 1 1 d . . . . .
Zn1 Zn 0.0000 0.05461(2) 0.2500 0.01859(12) Uani 1 2 d S T P . .
H13 H 0.389(5) -0.0831(18) 0.336(3) 0.092(18) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C2 1.367(4) . ?
C1 C10 1.430(4) . ?
C1 C1 1.503(5) 4_556 ?
C2 O1 1.369(3) . ?
C2 C3 1.413(4) . ?
C3 C4 1.365(4) . ?
C3 H1 0.86(3) . ?
C4 C5 1.413(4) . ?
C4 H2 0.96(3) . ?
C5 C6 1.408(4) . ?
C5 C10 1.429(4) . ?
C6 C7 1.371(4) . ?
C6 H3 0.91(3) . ?
C7 C8 1.411(4) . ?
C7 C11 1.492(4) . ?
C8 C9 1.371(4) . ?
C8 H4 0.99(3) . ?
C9 C10 1.416(4) . ?
C9 H5 0.91(3) . ?
C11 O2 1.266(3) . ?
C11 O3 1.269(3) . ?
C12 O4 1.241(3) . ?
C12 N1 1.326(4) . ?
C12 H6 0.98(3) . ?
C13 N1 1.448(4) . ?
C13 H7 0.99(4) . ?
C13 H8 0.98(3) . ?
C13 H13 0.98(4) . ?
C14 O5 1.225(4) . ?
C14 N2 1.302(5) . ?
C14 H9 0.94(6) . ?
C15A N2 1.540(9) . ?
C15A H14 0.9800 . ?
C15A H15 0.9800 . ?
C15A H16 0.9800 . ?
C15B N2 1.394(18) . ?
C15B H17 0.9800 . ?
C15B H18 0.9800 . ?
C15B H19 0.9800 . ?
O1 H10 0.76(3) . ?
O2 Zn1 2.0928(19) . ?
O3 Zn1 2.2425(19) . ?
O4 Zn1 2.020(2) . ?
N1 H11 0.89(4) . ?
N2 H12 0.90(3) . ?
Zn1 O4 2.020(2) 4 ?
Zn1 O2 2.0928(19) 4 ?
Zn1 O3 2.2426(19) 4 ?
Zn1 C11 2.512(3) 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
C2 C1 C10 119.0(2) . . ?
C2 C1 C1 119.8(2) . 4_556 ?
C10 C1 C1 121.1(3) . 4_556 ?
C1 C2 O1 117.9(2) . . ?
C1 C2 C3 122.2(2) . . ?
O1 C2 C3 119.9(3) . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 H1 122(2) . . ?
C2 C3 H1 119(2) . . ?
C3 C4 C5 121.2(3) . . ?
C3 C4 H2 119.6(17) . . ?
C5 C4 H2 119.2(17) . . ?
C6 C5 C4 121.9(3) . . ?
C6 C5 C10 119.0(3) . . ?
C4 C5 C10 119.1(3) . . ?
C7 C6 C5 121.8(3) . . ?
C7 C6 H3 120.0(19) . . ?
C5 C6 H3 118.0(19) . . ?
C6 C7 C8 119.2(2) . . ?
C6 C7 C11 120.7(2) . . ?
C8 C7 C11 120.1(2) . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H4 118.6(16) . . ?
C7 C8 H4 120.4(15) . . ?
C8 C9 C10 121.3(3) . . ?
C8 C9 H5 119.4(18) . . ?
C10 C9 H5 119.3(18) . . ?
C9 C10 C5 118.1(3) . . ?
C9 C10 C1 122.9(2) . . ?
C5 C10 C1 119.1(3) . . ?
O2 C11 O3 119.3(2) . . ?
O2 C11 C7 119.3(2) . . ?
O3 C11 C7 121.4(2) . . ?
O4 C12 N1 123.5(3) . . ?
O4 C12 H6 123.5(17) . . ?
N1 C12 H6 112.8(17) . . ?
N1 C13 H7 110(2) . . ?
N1 C13 H8 108(2) . . ?
H7 C13 H8 108(3) . . ?
N1 C13 H13 112(2) . . ?
H7 C13 H13 109(3) . . ?
H8 C13 H13 109(3) . . ?
O5 C14 N2 127.0(5) . . ?
O5 C14 H9 115(4) . . ?
N2 C14 H9 118(4) . . ?
N2 C15A H14 109.5 . . ?
N2 C15A H15 109.5 . . ?
H14 C15A H15 109.5 . . ?
N2 C15A H16 109.5 . . ?
H14 C15A H16 109.5 . . ?
H15 C15A H16 109.5 . . ?
N2 C15B H17 109.5 . . ?
N2 C15B H18 109.5 . . ?
H17 C15B H18 109.5 . . ?
N2 C15B H19 109.5 . . ?
H17 C15B H19 109.5 . . ?
H18 C15B H19 109.5 . . ?
C2 O1 H10 118(3) . . ?
C11 O2 Zn1 93.54(17) . . ?
C11 O3 Zn1 86.67(16) . . ?
C12 O4 Zn1 121.43(19) . . ?
C12 N1 C13 122.0(3) . . ?
C12 N1 H11 113(2) . . ?
C13 N1 H11 125(2) . . ?
C14 N2 C15B 110.6(11) . . ?
C14 N2 C15A 119.3(4) . . ?
C14 N2 H12 120(2) . . ?
C15B N2 H12 113(2) . . ?
C15A N2 H12 117(2) . . ?
O4 Zn1 O4 94.73(12) . 4 ?
O4 Zn1 O2 102.94(8) . . ?
O4 Zn1 O2 94.55(8) 4 . ?
O4 Zn1 O2 94.55(8) . 4 ?
O4 Zn1 O2 102.94(8) 4 4 ?
O2 Zn1 O2 154.13(11) . 4 ?
O4 Zn1 O3 92.12(8) . . ?
O4 Zn1 O3 155.01(7) 4 . ?
O2 Zn1 O3 60.48(7) . . ?
O2 Zn1 O3 100.43(8) 4 . ?
O4 Zn1 O3 155.01(7) . 4 ?
O4 Zn1 O3 92.12(8) 4 4 ?
O2 Zn1 O3 100.43(8) . 4 ?
O2 Zn1 O3 60.48(7) 4 4 ?
O3 Zn1 O3 91.72(10) . 4 ?
O4 Zn1 C11 124.74(8) . 4 ?
O4 Zn1 C11 98.31(8) 4 4 ?
O2 Zn1 C11 128.92(9) . 4 ?
O2 Zn1 C11 30.19(8) 4 4 ?
O3 Zn1 C11 97.40(8) . 4 ?
O3 Zn1 C11 30.29(8) 4 4 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 O1 177.8(2) . . . . ?
C1 C1 C2 O1 0.5(4) 4_556 . . . ?
C10 C1 C2 C3 -1.2(4) . . . . ?
C1 C1 C2 C3 -178.6(3) 4_556 . . . ?
C1 C2 C3 C4 2.2(5) . . . . ?
O1 C2 C3 C4 -176.9(3) . . . . ?
C2 C3 C4 C5 -1.1(5) . . . . ?
C3 C4 C5 C6 179.0(3) . . . . ?
C3 C4 C5 C10 -0.8(4) . . . . ?
C4 C5 C6 C7 178.6(3) . . . . ?
C10 C5 C6 C7 -1.7(4) . . . . ?
C5 C6 C7 C8 -0.9(4) . . . . ?
C5 C6 C7 C11 178.7(3) . . . . ?
C6 C7 C8 C9 2.7(4) . . . . ?
C11 C7 C8 C9 -177.0(3) . . . . ?
C7 C8 C9 C10 -1.7(4) . . . . ?
C8 C9 C10 C5 -0.9(4) . . . . ?
C8 C9 C10 C1 179.7(3) . . . . ?
C6 C5 C10 C9 2.6(4) . . . . ?
C4 C5 C10 C9 -177.7(3) . . . . ?
C6 C5 C10 C1 -178.0(3) . . . . ?
C4 C5 C10 C1 1.7(4) . . . . ?
C2 C1 C10 C9 178.6(3) . . . . ?
C1 C1 C10 C9 -4.1(4) 4_556 . . . ?
C2 C1 C10 C5 -0.7(4) . . . . ?
C1 C1 C10 C5 176.6(2) 4_556 . . . ?
C6 C7 C11 O2 172.3(3) . . . . ?
C8 C7 C11 O2 -8.1(4) . . . . ?
C6 C7 C11 O3 -9.4(4) . . . . ?
C8 C7 C11 O3 170.3(3) . . . . ?
O3 C11 O2 Zn1 1.4(3) . . . . ?
C7 C11 O2 Zn1 179.7(2) . . . . ?
O2 C11 O3 Zn1 -1.3(2) . . . . ?
C7 C11 O3 Zn1 -179.6(2) . . . . ?
N1 C12 O4 Zn1 -171.1(2) . . . . ?
O4 C12 N1 C13 3.0(5) . . . . ?
O5 C14 N2 C15B -54.6(15) . . . . ?
O5 C14 N2 C15A 14.4(9) . . . . ?

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
O1 H10 O3 0.76(3) 1.84(3) 2.605(3) 176(4) 6
N1 H11 O5 0.89(4) 1.88(4) 2.770(4) 170(3) 3
N2 H12 O1 0.90(3) 2.03(4) 2.875(4) 155(3) 7_556
C12 H6 O2 0.98(3) 2.48(3) 3.044(4) 116(2) 4
O1 H10 O3 0.76(3) 1.84(3) 2.605(3) 176(4) 6
N1 H11 O5 0.89(4) 1.88(4) 2.770(4) 170(3) 3
C13 H13 O5 0.98(4) 2.60(4) 3.493(5) 151(3) 2_655

_refine_diff_density_max         0.361
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.047


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: N-methylformamide/ EtOH'
