# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_I
_audit_block_doi                 10.5517/cc14mz6y
_database_code_depnum_ccdc_archive 'CCDC 1061880'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5CC03515E 2015
_audit_update_record             
;
2015-04-24 deposited with the CCDC.
2015-07-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            CDME
_chemical_formula_moiety         'C22 H17 N O4'
_chemical_formula_sum            'C22 H17 N O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         359.36

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3977(5)
_cell_length_b                   11.6656(7)
_cell_length_c                   20.3981(13)
_cell_angle_alpha                76.247(3)
_cell_angle_beta                 83.564(3)
_cell_angle_gamma                88.301(4)
_cell_volume                     1699.07(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9585
_cell_measurement_theta_min      2.2429
_cell_measurement_theta_max      74.4907
_cell_measurement_temperature    130.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear colorless'
_exptl_crystal_size_max          0.318
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752

_exptl_absorpt_coefficient_mu    0.795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2012). TWINABS v2012/1. Bruker AXS Inc. Madison, WI 53719,
US.
;
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      130.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\mS HB'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device_type  'Bruker D8 VENTURE diffractometer'
_diffrn_measurement_method       'ω and φ scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            6574
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         74.50
_diffrn_reflns_theta_full        74.50
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       25

_refine_special_details          'Refined as a 2-component twin.'

_reflns_number_total             6574
_reflns_number_gt                5471
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_gt          0.1004
_refine_ls_wR_factor_ref         0.1090
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_number_reflns         6574
_refine_ls_number_parameters     492
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0465P)²+0.7032P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.266
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       
'Bruker Instrument Service v4.2.0 (Bruker AXS Inc., 2013)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'XT v2013/6 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'APEX2 v2014.3-0 (Bruker AXS Inc., 2013)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1_1 0.5383(3) 0.92600(17) 0.23515(9) 0.0196(4) Uani d . . . 1 . .
O O1_1 0.7407(2) 0.46450(15) 0.15974(9) 0.0273(4) Uani d . . . 1 . .
O O2_1 0.7632(2) 0.64605(15) 0.09084(8) 0.0235(4) Uani d . . . 1 . .
O O3_1 0.3468(3) 0.57763(15) 0.43046(8) 0.0274(4) Uani d . . . 1 . .
O O4_1 0.4198(2) 0.41971(15) 0.38805(8) 0.0231(4) Uani d . . . 1 . .
C C1_1 0.5877(3) 0.9862(2) 0.28224(11) 0.0206(5) Uani d . . . 1 . .
C C2_1 0.6310(3) 0.9430(2) 0.34832(12) 0.0232(5) Uani d . . . 1 . .
H H2_1 0.6329 0.8606 0.3681 0.028 Uiso calc U . R 1 . .
C C3_1 0.6712(4) 1.0242(2) 0.38424(13) 0.0276(5) Uani d . . . 1 . .
H H3_1 0.6995 0.997 0.4297 0.033 Uiso calc U . R 1 . .
C C4_1 0.6709(3) 1.1453(2) 0.35501(13) 0.0278(6) Uani d . . . 1 . .
H H4_1 0.6973 1.199 0.3811 0.033 Uiso calc U . R 1 . .
C C5_1 0.6332(3) 1.1883(2) 0.28914(13) 0.0263(5) Uani d . . . 1 . .
H H5_1 0.6353 1.2707 0.2694 0.032 Uiso calc U . R 1 . .
C C6_1 0.5915(3) 1.1079(2) 0.25176(12) 0.0218(5) Uani d . . . 1 . .
C C7_1 0.5459(3) 1.1216(2) 0.18346(12) 0.0208(5) Uani d . . . 1 . .
C C8_1 0.5293(3) 1.2202(2) 0.12979(13) 0.0258(5) Uani d . . . 1 . .
H H8_1 0.5566 1.297 0.1341 0.031 Uiso calc U . R 1 . .
C C9_1 0.4731(3) 1.2039(2) 0.07080(13) 0.0283(6) Uani d . . . 1 . .
H H9_1 0.4604 1.2704 0.0342 0.034 Uiso calc U . R 1 . .
C C10_1 0.4342(3) 1.0913(2) 0.06359(12) 0.0268(5) Uani d . . . 1 . .
H H10_1 0.3932 1.0829 0.0225 0.032 Uiso calc U . R 1 . .
C C11_1 0.4542(3) 0.9915(2) 0.11526(11) 0.0218(5) Uani d . . . 1 . .
H H11_1 0.4295 0.9149 0.1101 0.026 Uiso calc U . R 1 . .
C C12_1 0.5123(3) 1.0084(2) 0.17529(11) 0.0205(5) Uani d . . . 1 . .
C C13_1 0.5409(3) 0.8012(2) 0.24432(11) 0.0185(5) Uani d . . . 1 . .
C C14_1 0.6280(3) 0.7507(2) 0.19377(11) 0.0182(5) Uani d . . . 1 . .
H H14_1 0.6845 0.7993 0.1529 0.022 Uiso calc U . R 1 . .
C C15_1 0.6317(3) 0.6286(2) 0.20348(11) 0.0185(5) Uani d . . . 1 . .
C C16_1 0.5576(3) 0.5568(2) 0.26483(11) 0.0194(5) Uani d . . . 1 . .
H H16_1 0.5635 0.4734 0.2719 0.023 Uiso calc U . R 1 . .
C C17_1 0.4754(3) 0.6079(2) 0.31520(11) 0.0200(5) Uani d . . . 1 . .
C C18_1 0.4613(3) 0.7299(2) 0.30426(11) 0.0191(5) Uani d . . . 1 . .
H H18_1 0.3971 0.7643 0.3379 0.023 Uiso calc U . R 1 . .
C C19_1 0.7174(3) 0.5699(2) 0.15040(12) 0.0203(5) Uani d . . . 1 . .
C C20_1 0.8470(4) 0.5925(2) 0.03789(12) 0.0285(6) Uani d . . . 1 . .
H H20A_1 0.8661 0.6527 -0.0048 0.043 Uiso calc U . R 1 . .
H H20B_1 0.7673 0.5306 0.0323 0.043 Uiso calc U . R 1 . .
H H20C_1 0.9642 0.5578 0.0503 0.043 Uiso calc U . R 1 . .
C C21_1 0.4053(3) 0.5360(2) 0.38369(11) 0.0200(5) Uani d . . . 1 . .
C C22_1 0.3637(4) 0.3460(2) 0.45460(11) 0.0266(5) Uani d . . . 1 . .
H H22A_1 0.2365 0.363 0.4684 0.04 Uiso calc U . R 1 . .
H H22B_1 0.4407 0.3622 0.4874 0.04 Uiso calc U . R 1 . .
H H22C_1 0.376 0.2628 0.4531 0.04 Uiso calc U . R 1 . .
N N1_2 0.1036(3) 0.41904(17) 0.25666(9) 0.0196(4) Uani d . . . 1 . .
O O1_2 -0.0252(3) -0.03654(15) 0.17855(9) 0.0267(4) Uani d . . . 1 . .
O O2_2 -0.0051(2) 0.14506(15) 0.11003(8) 0.0244(4) Uani d . . . 1 . .
O O3_2 0.2114(3) 0.06607(16) 0.44963(8) 0.0300(4) Uani d . . . 1 . .
O O4_2 0.1766(3) -0.08937(15) 0.40494(8) 0.0267(4) Uani d . . . 1 . .
C C1_2 0.0244(3) 0.4797(2) 0.30420(11) 0.0185(5) Uani d . . . 1 . .
C C2_2 -0.0584(3) 0.4362(2) 0.37040(11) 0.0220(5) Uani d . . . 1 . .
H H2_2 -0.0692 0.3538 0.3896 0.026 Uiso calc U . R 1 . .
C C3_2 -0.1241(4) 0.5175(2) 0.40697(12) 0.0251(5) Uani d . . . 1 . .
H H3_2 -0.1801 0.4904 0.4521 0.03 Uiso calc U . R 1 . .
C C4_2 -0.1091(3) 0.6391(2) 0.37842(12) 0.0246(5) Uani d . . . 1 . .
H H4_2 -0.1528 0.6931 0.4049 0.03 Uiso calc U . R 1 . .
C C5_2 -0.0326(3) 0.6818(2) 0.31291(12) 0.0225(5) Uani d . . . 1 . .
H H5_2 -0.0264 0.7644 0.2936 0.027 Uiso calc U . R 1 . .
C C6_2 0.0359(3) 0.6020(2) 0.27515(11) 0.0188(5) Uani d . . . 1 . .
C C7_2 0.1239(3) 0.6160(2) 0.20679(11) 0.0178(4) Uani d . . . 1 . .
C C8_2 0.1729(3) 0.7142(2) 0.15460(11) 0.0204(5) Uani d . . . 1 . .
H H8_2 0.1437 0.7915 0.16 0.024 Uiso calc U . R 1 . .
C C9_2 0.2648(3) 0.6976(2) 0.09463(12) 0.0234(5) Uani d . . . 1 . .
H H9_2 0.2985 0.7638 0.0585 0.028 Uiso calc U . R 1 . .
C C10_2 0.3082(3) 0.5839(2) 0.08703(11) 0.0228(5) Uani d . . . 1 . .
H H10_2 0.3743 0.5745 0.0459 0.027 Uiso calc U . R 1 . .
C C11_2 0.2579(3) 0.4843(2) 0.13756(11) 0.0197(5) Uani d . . . 1 . .
H H11_2 0.2861 0.4072 0.1316 0.024 Uiso calc U . R 1 . .
C C12_2 0.1642(3) 0.5020(2) 0.19749(11) 0.0182(5) Uani d . . . 1 . .
C C13_2 0.1062(3) 0.2948(2) 0.26504(11) 0.0188(5) Uani d . . . 1 . .
C C14_2 0.0549(3) 0.2460(2) 0.21395(11) 0.0179(4) Uani d . . . 1 . .
H H14_2 0.0192 0.2955 0.1733 0.021 Uiso calc U . R 1 . .
C C15_2 0.0562(3) 0.1242(2) 0.22285(11) 0.0189(5) Uani d . . . 1 . .
C C16_2 0.0992(3) 0.0506(2) 0.28318(11) 0.0191(5) Uani d . . . 1 . .
H H16_2 0.0964 -0.0327 0.2893 0.023 Uiso calc U . R 1 . .
C C17_2 0.1466(3) 0.0999(2) 0.33469(11) 0.0193(5) Uani d . . . 1 . .
C C18_2 0.1550(3) 0.2220(2) 0.32463(11) 0.0199(5) Uani d . . . 1 . .
H H18_2 0.1944 0.2555 0.3587 0.024 Uiso calc U . R 1 . .
C C19_2 0.0041(3) 0.0674(2) 0.16968(12) 0.0203(5) Uani d . . . 1 . .
C C20_2 -0.0503(4) 0.0938(3) 0.05593(13) 0.0313(6) Uani d . . . 1 . .
H H20A_2 -0.0383 0.1538 0.013 0.047 Uiso calc U . R 1 . .
H H20B_2 -0.1757 0.0648 0.066 0.047 Uiso calc U . R 1 . .
H H20C_2 0.0327 0.028 0.0522 0.047 Uiso calc U . R 1 . .
C C21_2 0.1839(3) 0.0263(2) 0.40223(12) 0.0222(5) Uani d . . . 1 . .
C C22_2 0.2029(4) -0.1656(2) 0.47058(13) 0.0353(6) Uani d . . . 1 . .
H H22A_2 0.2016 -0.2483 0.4677 0.053 Uiso calc U . R 1 . .
H H22B_2 0.1047 -0.1522 0.5044 0.053 Uiso calc U . R 1 . .
H H22C_2 0.3201 -0.1479 0.484 0.053 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1_1 C12_1 . 1.391(3) ?
N1_1 C1_1 . 1.401(3) ?
N1_1 C13_1 . 1.423(3) ?
O1_1 C19_1 . 1.209(3) ?
O2_1 C19_1 . 1.339(3) ?
O2_1 C20_1 . 1.445(3) ?
O3_1 C21_1 . 1.203(3) ?
O4_1 C21_1 . 1.341(3) ?
O4_1 C22_1 . 1.447(3) ?
C1_1 C2_1 . 1.392(3) ?
C1_1 C6_1 . 1.408(3) ?
C2_1 C3_1 . 1.385(3) ?
C2_1 H2_1 . 0.95 ?
C3_1 C4_1 . 1.397(4) ?
C3_1 H3_1 . 0.95 ?
C4_1 C5_1 . 1.375(4) ?
C4_1 H4_1 . 0.95 ?
C5_1 C6_1 . 1.402(3) ?
C5_1 H5_1 . 0.95 ?
C6_1 C7_1 . 1.441(3) ?
C7_1 C8_1 . 1.400(3) ?
C7_1 C12_1 . 1.403(3) ?
C8_1 C9_1 . 1.372(4) ?
C8_1 H8_1 . 0.95 ?
C9_1 C10_1 . 1.398(4) ?
C9_1 H9_1 . 0.95 ?
C10_1 C11_1 . 1.389(3) ?
C10_1 H10_1 . 0.95 ?
C11_1 C12_1 . 1.400(3) ?
C11_1 H11_1 . 0.95 ?
C13_1 C18_1 . 1.385(3) ?
C13_1 C14_1 . 1.394(3) ?
C14_1 C15_1 . 1.389(3) ?
C14_1 H14_1 . 0.95 ?
C15_1 C16_1 . 1.394(3) ?
C15_1 C19_1 . 1.489(3) ?
C16_1 C17_1 . 1.382(3) ?
C16_1 H16_1 . 0.95 ?
C17_1 C18_1 . 1.390(3) ?
C17_1 C21_1 . 1.493(3) ?
C18_1 H18_1 . 0.95 ?
C20_1 H20A_1 . 0.98 ?
C20_1 H20B_1 . 0.98 ?
C20_1 H20C_1 . 0.98 ?
C22_1 H22A_1 . 0.98 ?
C22_1 H22B_1 . 0.98 ?
C22_1 H22C_1 . 0.98 ?
N1_2 C12_2 . 1.394(3) ?
N1_2 C1_2 . 1.400(3) ?
N1_2 C13_2 . 1.418(3) ?
O1_2 C19_2 . 1.205(3) ?
O2_2 C19_2 . 1.340(3) ?
O2_2 C20_2 . 1.448(3) ?
O3_2 C21_2 . 1.206(3) ?
O4_2 C21_2 . 1.340(3) ?
O4_2 C22_2 . 1.450(3) ?
C1_2 C2_2 . 1.401(3) ?
C1_2 C6_2 . 1.410(3) ?
C2_2 C3_2 . 1.385(3) ?
C2_2 H2_2 . 0.95 ?
C3_2 C4_2 . 1.403(3) ?
C3_2 H3_2 . 0.95 ?
C4_2 C5_2 . 1.373(3) ?
C4_2 H4_2 . 0.95 ?
C5_2 C6_2 . 1.394(3) ?
C5_2 H5_2 . 0.95 ?
C6_2 C7_2 . 1.445(3) ?
C7_2 C8_2 . 1.392(3) ?
C7_2 C12_2 . 1.406(3) ?
C8_2 C9_2 . 1.384(3) ?
C8_2 H8_2 . 0.95 ?
C9_2 C10_2 . 1.395(3) ?
C9_2 H9_2 . 0.95 ?
C10_2 C11_2 . 1.386(3) ?
C10_2 H10_2 . 0.95 ?
C11_2 C12_2 . 1.393(3) ?
C11_2 H11_2 . 0.95 ?
C13_2 C18_2 . 1.385(3) ?
C13_2 C14_2 . 1.392(3) ?
C14_2 C15_2 . 1.388(3) ?
C14_2 H14_2 . 0.95 ?
C15_2 C16_2 . 1.386(3) ?
C15_2 C19_2 . 1.488(3) ?
C16_2 C17_2 . 1.393(3) ?
C16_2 H16_2 . 0.95 ?
C17_2 C18_2 . 1.393(3) ?
C17_2 C21_2 . 1.490(3) ?
C18_2 H18_2 . 0.95 ?
C20_2 H20A_2 . 0.98 ?
C20_2 H20B_2 . 0.98 ?
C20_2 H20C_2 . 0.98 ?
C22_2 H22A_2 . 0.98 ?
C22_2 H22B_2 . 0.98 ?
C22_2 H22C_2 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12_1 N1_1 C1_1 . . 108.47(19) ?
C12_1 N1_1 C13_1 . . 126.00(19) ?
C1_1 N1_1 C13_1 . . 125.0(2) ?
C19_1 O2_1 C20_1 . . 114.56(19) ?
C21_1 O4_1 C22_1 . . 114.79(18) ?
C2_1 C1_1 N1_1 . . 130.2(2) ?
C2_1 C1_1 C6_1 . . 121.4(2) ?
N1_1 C1_1 C6_1 . . 108.4(2) ?
C3_1 C2_1 C1_1 . . 117.8(2) ?
C3_1 C2_1 H2_1 . . 121.1 ?
C1_1 C2_1 H2_1 . . 121.1 ?
C2_1 C3_1 C4_1 . . 121.3(2) ?
C2_1 C3_1 H3_1 . . 119.4 ?
C4_1 C3_1 H3_1 . . 119.4 ?
C5_1 C4_1 C3_1 . . 121.2(2) ?
C5_1 C4_1 H4_1 . . 119.4 ?
C3_1 C4_1 H4_1 . . 119.4 ?
C4_1 C5_1 C6_1 . . 118.6(2) ?
C4_1 C5_1 H5_1 . . 120.7 ?
C6_1 C5_1 H5_1 . . 120.7 ?
C5_1 C6_1 C1_1 . . 119.8(2) ?
C5_1 C6_1 C7_1 . . 133.2(2) ?
C1_1 C6_1 C7_1 . . 107.0(2) ?
C8_1 C7_1 C12_1 . . 119.9(2) ?
C8_1 C7_1 C6_1 . . 133.0(2) ?
C12_1 C7_1 C6_1 . . 107.1(2) ?
C9_1 C8_1 C7_1 . . 118.8(2) ?
C9_1 C8_1 H8_1 . . 120.6 ?
C7_1 C8_1 H8_1 . . 120.6 ?
C8_1 C9_1 C10_1 . . 121.1(2) ?
C8_1 C9_1 H9_1 . . 119.4 ?
C10_1 C9_1 H9_1 . . 119.4 ?
C11_1 C10_1 C9_1 . . 121.4(2) ?
C11_1 C10_1 H10_1 . . 119.3 ?
C9_1 C10_1 H10_1 . . 119.3 ?
C10_1 C11_1 C12_1 . . 117.4(2) ?
C10_1 C11_1 H11_1 . . 121.3 ?
C12_1 C11_1 H11_1 . . 121.3 ?
N1_1 C12_1 C11_1 . . 129.6(2) ?
N1_1 C12_1 C7_1 . . 109.0(2) ?
C11_1 C12_1 C7_1 . . 121.4(2) ?
C18_1 C13_1 C14_1 . . 120.0(2) ?
C18_1 C13_1 N1_1 . . 120.0(2) ?
C14_1 C13_1 N1_1 . . 120.0(2) ?
C15_1 C14_1 C13_1 . . 119.6(2) ?
C15_1 C14_1 H14_1 . . 120.2 ?
C13_1 C14_1 H14_1 . . 120.2 ?
C14_1 C15_1 C16_1 . . 120.3(2) ?
C14_1 C15_1 C19_1 . . 122.0(2) ?
C16_1 C15_1 C19_1 . . 117.7(2) ?
C17_1 C16_1 C15_1 . . 119.6(2) ?
C17_1 C16_1 H16_1 . . 120.2 ?
C15_1 C16_1 H16_1 . . 120.2 ?
C16_1 C17_1 C18_1 . . 120.4(2) ?
C16_1 C17_1 C21_1 . . 122.1(2) ?
C18_1 C17_1 C21_1 . . 117.4(2) ?
C13_1 C18_1 C17_1 . . 119.9(2) ?
C13_1 C18_1 H18_1 . . 120.0 ?
C17_1 C18_1 H18_1 . . 120.0 ?
O1_1 C19_1 O2_1 . . 123.5(2) ?
O1_1 C19_1 C15_1 . . 123.6(2) ?
O2_1 C19_1 C15_1 . . 112.8(2) ?
O2_1 C20_1 H20A_1 . . 109.5 ?
O2_1 C20_1 H20B_1 . . 109.5 ?
H20A_1 C20_1 H20B_1 . . 109.5 ?
O2_1 C20_1 H20C_1 . . 109.5 ?
H20A_1 C20_1 H20C_1 . . 109.5 ?
H20B_1 C20_1 H20C_1 . . 109.5 ?
O3_1 C21_1 O4_1 . . 123.5(2) ?
O3_1 C21_1 C17_1 . . 123.9(2) ?
O4_1 C21_1 C17_1 . . 112.5(2) ?
O4_1 C22_1 H22A_1 . . 109.5 ?
O4_1 C22_1 H22B_1 . . 109.5 ?
H22A_1 C22_1 H22B_1 . . 109.5 ?
O4_1 C22_1 H22C_1 . . 109.5 ?
H22A_1 C22_1 H22C_1 . . 109.5 ?
H22B_1 C22_1 H22C_1 . . 109.5 ?
C12_2 N1_2 C1_2 . . 108.14(19) ?
C12_2 N1_2 C13_2 . . 125.85(19) ?
C1_2 N1_2 C13_2 . . 125.77(19) ?
C19_2 O2_2 C20_2 . . 114.5(2) ?
C21_2 O4_2 C22_2 . . 114.63(19) ?
N1_2 C1_2 C2_2 . . 130.0(2) ?
N1_2 C1_2 C6_2 . . 108.90(19) ?
C2_2 C1_2 C6_2 . . 121.1(2) ?
C3_2 C2_2 C1_2 . . 117.8(2) ?
C3_2 C2_2 H2_2 . . 121.1 ?
C1_2 C2_2 H2_2 . . 121.1 ?
C2_2 C3_2 C4_2 . . 121.0(2) ?
C2_2 C3_2 H3_2 . . 119.5 ?
C4_2 C3_2 H3_2 . . 119.5 ?
C5_2 C4_2 C3_2 . . 121.3(2) ?
C5_2 C4_2 H4_2 . . 119.4 ?
C3_2 C4_2 H4_2 . . 119.4 ?
C4_2 C5_2 C6_2 . . 118.9(2) ?
C4_2 C5_2 H5_2 . . 120.6 ?
C6_2 C5_2 H5_2 . . 120.6 ?
C5_2 C6_2 C1_2 . . 119.9(2) ?
C5_2 C6_2 C7_2 . . 133.2(2) ?
C1_2 C6_2 C7_2 . . 106.8(2) ?
C8_2 C7_2 C12_2 . . 120.0(2) ?
C8_2 C7_2 C6_2 . . 133.1(2) ?
C12_2 C7_2 C6_2 . . 106.9(2) ?
C9_2 C8_2 C7_2 . . 118.9(2) ?
C9_2 C8_2 H8_2 . . 120.5 ?
C7_2 C8_2 H8_2 . . 120.5 ?
C8_2 C9_2 C10_2 . . 120.3(2) ?
C8_2 C9_2 H9_2 . . 119.9 ?
C10_2 C9_2 H9_2 . . 119.9 ?
C11_2 C10_2 C9_2 . . 122.1(2) ?
C11_2 C10_2 H10_2 . . 119.0 ?
C9_2 C10_2 H10_2 . . 119.0 ?
C10_2 C11_2 C12_2 . . 117.1(2) ?
C10_2 C11_2 H11_2 . . 121.4 ?
C12_2 C11_2 H11_2 . . 121.4 ?
C11_2 C12_2 N1_2 . . 129.1(2) ?
C11_2 C12_2 C7_2 . . 121.6(2) ?
N1_2 C12_2 C7_2 . . 109.2(2) ?
C18_2 C13_2 C14_2 . . 120.0(2) ?
C18_2 C13_2 N1_2 . . 120.1(2) ?
C14_2 C13_2 N1_2 . . 119.8(2) ?
C15_2 C14_2 C13_2 . . 119.5(2) ?
C15_2 C14_2 H14_2 . . 120.3 ?
C13_2 C14_2 H14_2 . . 120.3 ?
C16_2 C15_2 C14_2 . . 120.9(2) ?
C16_2 C15_2 C19_2 . . 117.4(2) ?
C14_2 C15_2 C19_2 . . 121.7(2) ?
C15_2 C16_2 C17_2 . . 119.4(2) ?
C15_2 C16_2 H16_2 . . 120.3 ?
C17_2 C16_2 H16_2 . . 120.3 ?
C16_2 C17_2 C18_2 . . 120.0(2) ?
C16_2 C17_2 C21_2 . . 122.2(2) ?
C18_2 C17_2 C21_2 . . 117.8(2) ?
C13_2 C18_2 C17_2 . . 120.2(2) ?
C13_2 C18_2 H18_2 . . 119.9 ?
C17_2 C18_2 H18_2 . . 119.9 ?
O1_2 C19_2 O2_2 . . 123.4(2) ?
O1_2 C19_2 C15_2 . . 124.4(2) ?
O2_2 C19_2 C15_2 . . 112.2(2) ?
O2_2 C20_2 H20A_2 . . 109.5 ?
O2_2 C20_2 H20B_2 . . 109.5 ?
H20A_2 C20_2 H20B_2 . . 109.5 ?
O2_2 C20_2 H20C_2 . . 109.5 ?
H20A_2 C20_2 H20C_2 . . 109.5 ?
H20B_2 C20_2 H20C_2 . . 109.5 ?
O3_2 C21_2 O4_2 . . 123.9(2) ?
O3_2 C21_2 C17_2 . . 124.0(2) ?
O4_2 C21_2 C17_2 . . 112.1(2) ?
O4_2 C22_2 H22A_2 . . 109.5 ?
O4_2 C22_2 H22B_2 . . 109.5 ?
H22A_2 C22_2 H22B_2 . . 109.5 ?
O4_2 C22_2 H22C_2 . . 109.5 ?
H22A_2 C22_2 H22C_2 . . 109.5 ?
H22B_2 C22_2 H22C_2 . . 109.5 ?





####################################################################### 
# 
# 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_llm2082b
_audit_block_doi                 10.5517/cc14mz7z
_database_code_depnum_ccdc_archive 'CCDC 1061881'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5CC03515E 2015
_audit_update_record             
;
2015-04-24 deposited with the CCDC.
2015-07-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            llm2082b
_chemical_formula_moiety         
'C45 H35 Co2 N3 O11, 0.663(C H4 O), 0.337(C3 H7 N O)'
_chemical_formula_sum            'C46.67 H42 Co2 N3.34 O12'
_chemical_formula_iupac          ?
_chemical_formula_weight         959.48

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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'

_cell_length_a                   10.1480(6)
_cell_length_b                   14.9006(8)
_cell_length_c                   28.1544(16)
_cell_angle_alpha                90
_cell_angle_beta                 92.505(3)
_cell_angle_gamma                90
_cell_volume                     4253.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9862
_cell_measurement_theta_min      3.1423
_cell_measurement_theta_max      69.9377
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1982

_exptl_absorpt_coefficient_mu    6.701
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2014). SADABS v2014/5. Bruker AXS Inc. Madison, WI 53711,
USA.
;
_exptl_absorpt_correction_T_min  0.7082
_exptl_absorpt_correction_T_max  1.0000

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\mS HB'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device_type  'Bruker D8 VENTURE diffractometer'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            48714
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_theta_min         3.14
_diffrn_reflns_theta_max         70.08
_diffrn_reflns_theta_full        70.08
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34

_refine_special_details          
;
A  site occupied by solvent was discovered on examination of difference Fourier
maps.
Present at the site are methanol (CH₃OH) and dimethylformamide (C₃H₆NO).
The shared site is occupied 0.663:0.337 MeOH:DMF.
;

_reflns_number_total             7955
_reflns_number_gt                6826
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.0934
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.039
_refine_ls_number_reflns         7955
_refine_ls_number_parameters     666
_refine_ls_number_restraints     74
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0332P)²+4.6776P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.332
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
'Bruker Instrument Service v3.0.28 (Bruker, 2013)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'SHELXS v2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'APEX2 v2015.1-rc1 (Bruker, 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co1 0.93363(4) 0.62383(3) 0.24835(2) 0.02091(10) Uani d . . . 1.0 . .
Co Co2 0.72925(4) 0.76205(3) 0.30897(2) 0.01878(10) Uani d . . . 1.0 . .
O O1 0.77630(17) 0.62450(11) 0.29501(6) 0.0231(4) Uani d . . . 1.0 . .
O O2 0.73936(19) 0.66869(12) 0.36751(6) 0.0307(4) Uani d . . . 1.0 . .
O O3 1.03654(18) 0.72032(13) 0.28602(7) 0.0318(4) Uani d . . . 1.0 . .
O O4 0.90684(17) 0.81250(12) 0.32618(7) 0.0310(4) Uani d . . . 1.0 . .
O O5 0.84775(17) 0.71561(11) 0.20118(6) 0.0245(4) Uani d . . . 1.0 . .
O O6 0.71835(17) 0.80722(12) 0.24234(6) 0.0282(4) Uani d . . . 1.0 . .
O O7 0.60568(15) 0.86664(11) 0.33556(6) 0.0206(4) Uani d . . . 1.0 . .
O O8 0.51711(17) 0.74178(12) 0.30755(7) 0.0301(4) Uani d . . . 1.0 . .
O O10 0.83254(17) 0.52479(12) 0.20861(6) 0.0251(4) Uani d . . . 1.0 . .
H H10 0.863(3) 0.484(2) 0.1955(11) 0.038 Uiso d U . . 1.0 . .
O O11 1.0956(2) 0.60904(16) 0.20550(9) 0.0500(6) Uani d . . . 1.0 . .
H H11 1.173(4) 0.610(3) 0.2150(15) 0.075 Uiso d U . . 1.0 . .
N N1 0.6639(2) 0.38038(15) 0.46076(7) 0.0279(5) Uani d . . . 1.0 . .
N N2 1.2238(2) 0.98832(15) 0.43353(7) 0.0256(5) Uani d . . . 1.0 . .
C C1 0.7571(2) 0.60685(17) 0.33879(9) 0.0248(6) Uani d . . . 1.0 . .
C C2 0.7434(3) 0.51130(17) 0.35384(9) 0.0249(6) Uani d . . . 1.0 . .
C C3 0.7455(2) 0.44362(17) 0.31996(8) 0.0232(5) Uani d . . . 1.0 . .
H H3 0.7653 0.4578 0.2882 0.028 Uiso calc U . R 1.0 . .
C C4 0.7188(2) 0.35533(17) 0.33220(8) 0.0217(5) Uani d . . . 1.0 . .
C C5 0.6905(2) 0.33446(18) 0.37867(9) 0.0246(5) Uani d . . . 1.0 . .
H H5 0.6703 0.2744 0.3871 0.029 Uiso calc U . R 1.0 . .
C C6 0.6919(3) 0.40189(18) 0.41293(9) 0.0266(6) Uani d . . . 1.0 . .
C C7 0.7164(3) 0.49042(18) 0.40081(9) 0.0282(6) Uani d . . . 1.0 . .
H H7 0.7148 0.5363 0.4242 0.034 Uiso calc U . R 1.0 . .
C C8 0.7552(3) 0.38137(17) 0.49931(9) 0.0270(6) Uani d . . . 1.0 . .
C C9 0.8888(3) 0.40325(18) 0.50044(10) 0.0331(6) Uani d . . . 1.0 . .
H H9 0.9292 0.426 0.4731 0.04 Uiso calc U . R 1.0 . .
C C10 0.9598(3) 0.3906(2) 0.54268(12) 0.0451(8) Uani d . . . 1.0 . .
H H10A 1.0515 0.4036 0.5443 0.054 Uiso calc U . R 1.0 . .
C C11 0.9003(4) 0.3591(3) 0.58301(13) 0.0596(11) Uani d . . . 1.0 . .
H H11A 0.9517 0.3513 0.6117 0.071 Uiso calc U . R 1.0 . .
C C12 0.7675(4) 0.3390(2) 0.58178(11) 0.0516(9) Uani d . . . 1.0 . .
H H12 0.7272 0.3183 0.6096 0.062 Uiso calc U . R 1.0 . .
C C13 0.6929(3) 0.34943(18) 0.53949(9) 0.0311(6) Uani d . . . 1.0 . .
C C14 0.5577(3) 0.32935(18) 0.52484(9) 0.0283(6) Uani d . . . 1.0 . .
C C15 0.4495(3) 0.29676(19) 0.54823(10) 0.0340(7) Uani d . . . 1.0 . .
H H15 0.4563 0.285 0.5814 0.041 Uiso calc U . R 1.0 . .
C C16 0.3331(3) 0.2818(2) 0.52287(11) 0.0377(7) Uani d . . . 1.0 . .
H H16 0.2593 0.2589 0.5386 0.045 Uiso calc U . R 1.0 . .
C C17 0.3216(3) 0.2996(2) 0.47419(11) 0.0410(7) Uani d . . . 1.0 . .
H H17 0.24 0.2888 0.4574 0.049 Uiso calc U . R 1.0 . .
C C18 0.4269(3) 0.3327(2) 0.45007(10) 0.0392(7) Uani d . . . 1.0 . .
H H18 0.4192 0.3448 0.4169 0.047 Uiso calc U . R 1.0 . .
C C19 0.5442(3) 0.34762(18) 0.47592(9) 0.0277(6) Uani d . . . 1.0 . .
C C20 1.0168(3) 0.78403(17) 0.31376(9) 0.0246(6) Uani d . . . 1.0 . .
C C21 1.1366(2) 0.83062(16) 0.33533(9) 0.0218(5) Uani d . . . 1.0 . .
C C22 1.1245(2) 0.89126(17) 0.37226(9) 0.0237(5) Uani d . . . 1.0 . .
H H22 1.0397 0.9066 0.3827 0.028 Uiso calc U . R 1.0 . .
C C23 1.2365(2) 0.92962(17) 0.39400(9) 0.0227(5) Uani d . . . 1.0 . .
C C24 1.3609(2) 0.90852(17) 0.37842(8) 0.0224(5) Uani d . . . 1.0 . .
H H24 1.4373 0.9363 0.3926 0.027 Uiso calc U . R 1.0 . .
C C25 1.3727(2) 0.84656(16) 0.34199(8) 0.0199(5) Uani d . . . 1.0 . .
C C26 1.2606(2) 0.80773(17) 0.32041(8) 0.0225(5) Uani d . . . 1.0 . .
H H26 1.2691 0.7655 0.2954 0.027 Uiso calc U . R 1.0 . .
C C27 1.2787(2) 0.97222(18) 0.47932(9) 0.0255(6) Uani d . . . 1.0 . .
C C28 1.3723(3) 0.90934(19) 0.49423(10) 0.0290(6) Uani d . . . 1.0 . .
H H28 1.411 0.8698 0.4723 0.035 Uiso calc U . R 1.0 . .
C C29 1.4072(3) 0.9065(2) 0.54226(10) 0.0326(6) Uani d . . . 1.0 . .
H H29 1.471 0.8641 0.5535 0.039 Uiso calc U . R 1.0 . .
C C30 1.3507(3) 0.9646(2) 0.57455(10) 0.0339(7) Uani d . . . 1.0 . .
H H30 1.3766 0.9611 0.6073 0.041 Uiso calc U . R 1.0 . .
C C31 1.2579(3) 1.0270(2) 0.55949(10) 0.0328(6) Uani d . . . 1.0 . .
H H31 1.2208 1.0669 0.5816 0.039 Uiso calc U . R 1.0 . .
C C32 1.2191(3) 1.03070(18) 0.51153(9) 0.0272(6) Uani d . . . 1.0 . .
C C33 1.1223(3) 1.08282(18) 0.48434(10) 0.0286(6) Uani d . . . 1.0 . .
C C34 1.0309(3) 1.14850(19) 0.49610(11) 0.0356(7) Uani d . . . 1.0 . .
H H34 1.0251 1.168 0.5281 0.043 Uiso calc U . R 1.0 . .
C C35 0.9492(3) 1.1846(2) 0.46054(12) 0.0409(8) Uani d . . . 1.0 . .
H H35 0.8856 1.2284 0.4684 0.049 Uiso calc U . R 1.0 . .
C C36 0.9582(3) 1.1580(2) 0.41337(12) 0.0369(7) Uani d . . . 1.0 . .
H H36 0.9021 1.1848 0.3895 0.044 Uiso calc U . R 1.0 . .
C C37 1.0483(3) 1.09274(19) 0.40062(10) 0.0312(6) Uani d . . . 1.0 . .
H H37 1.0551 1.0748 0.3684 0.037 Uiso calc U . R 1.0 . .
C C38 1.1276(2) 1.05508(18) 0.43653(9) 0.0259(6) Uani d . . . 1.0 . .
C C39 0.7831(2) 0.78611(17) 0.20691(9) 0.0215(5) Uani d . . . 1.0 . .
C C40 0.5052(2) 0.81709(16) 0.32727(8) 0.0202(5) Uani d . . . 1.0 . .
O O9 1.0256(5) 0.5296(3) 0.29470(15) 0.0311(10) Uani d U P D 0.804(8) A 1
C C41 1.0415(3) 0.4484(3) 0.28723(13) 0.0305(11) Uani d U P D 0.804(8) A 1
H H41 1.0287 0.4283 0.2553 0.037 Uiso calc U P R 0.804(8) A 1
N N3 1.0746(6) 0.3874(4) 0.3195(2) 0.0348(12) Uani d U P D 0.804(8) A 1
C C42 1.0889(5) 0.2930(4) 0.30748(17) 0.0525(14) Uani d U P D 0.804(8) A 1
H H42A 1.067 0.2843 0.2735 0.079 Uiso calc U P R 0.804(8) A 1
H H42B 1.0292 0.2571 0.3262 0.079 Uiso calc U P R 0.804(8) A 1
H H42C 1.1801 0.2741 0.3146 0.079 Uiso calc U P R 0.804(8) A 1
C C43 1.0832(7) 0.4101(4) 0.3720(2) 0.0607(15) Uani d U P D 0.804(8) A 1
H H43A 1.0593 0.4732 0.3763 0.091 Uiso calc U P R 0.804(8) A 1
H H43B 1.1735 0.4001 0.3846 0.091 Uiso calc U P R 0.804(8) A 1
H H43C 1.0223 0.3718 0.3889 0.091 Uiso calc U P R 0.804(8) A 1
C C44 0.6956(3) 0.53268(19) 0.19410(10) 0.0303(6) Uani d . . . 1.0 . .
H H44A 0.6877 0.5574 0.1619 0.045 Uiso calc U . R 1.0 . .
H H44B 0.6515 0.5727 0.216 0.045 Uiso calc U . R 1.0 . .
H H44C 0.6541 0.4733 0.1945 0.045 Uiso calc U . R 1.0 . .
C C45 1.1078(3) 0.6489(3) 0.16013(13) 0.0572(10) Uani d . . . 1.0 . .
H H45A 1.1899 0.6287 0.1465 0.086 Uiso calc U . R 1.0 . .
H H45B 1.1094 0.7144 0.1634 0.086 Uiso calc U . R 1.0 . .
H H45C 1.0327 0.6313 0.1391 0.086 Uiso calc U . R 1.0 . .
O O9' 1.036(2) 0.5172(14) 0.2738(6) 0.041(5) Uani d U P . 0.196(8) A 2
C C41' 1.059(2) 0.5078(15) 0.3133(9) 0.036(6) Uani d U P . 0.196(8) A 2
H H41' 1.0563 0.558 0.3341 0.043 Uiso calc U P R 0.196(8) A 2
N N3' 1.091(3) 0.4216(19) 0.3319(9) 0.050(6) Uani d U P . 0.196(8) A 2
C C42' 1.089(3) 0.338(2) 0.3072(9) 0.0525(14) Uani d . P . 0.196(8) A 2
H H42D 1.172 0.3303 0.2909 0.079 Uiso calc U P R 0.196(8) A 2
H H42E 1.0149 0.337 0.2838 0.079 Uiso calc U P R 0.196(8) A 2
H H42F 1.0796 0.2888 0.33 0.079 Uiso calc U P R 0.196(8) A 2
C C43' 1.143(3) 0.4167(19) 0.3625(10) 0.0607(15) Uani d . P . 0.196(8) A 2
H H43D 1.2362 0.4058 0.3562 0.091 Uiso calc U P R 0.196(8) A 2
H H43E 1.1094 0.3669 0.381 0.091 Uiso calc U P R 0.196(8) A 2
H H43F 1.1357 0.4727 0.3804 0.091 Uiso calc U P R 0.196(8) A 2
O O1S 1.3539(4) 0.6146(3) 0.25194(15) 0.0479(11) Uani d U P . 0.664(5) B 1
H H1S 1.424(6) 0.659(4) 0.269(2) 0.072 Uiso d U P . 0.664(5) B 1
C C1S 1.3840(8) 0.5300(5) 0.2749(4) 0.080(3) Uani d U P . 0.664(5) B 1
H H1S1 1.4798 0.523 0.2788 0.121 Uiso calc U P R 0.664(5) B 1
H H1S2 1.3473 0.4809 0.2553 0.121 Uiso calc U P R 0.664(5) B 1
H H1S3 1.3452 0.5288 0.3062 0.121 Uiso calc U P R 0.664(5) B 1
O O1F 1.3199(8) 0.5472(7) 0.2229(3) 0.071(3) Uani d U P D 0.336(5) B 2
C C1F 1.3479(17) 0.5668(13) 0.2664(4) 0.065(4) Uani d U P D 0.336(5) B 2
H H1F 1.3412 0.6274 0.2765 0.078 Uiso calc U P R 0.336(5) B 2
N N1F 1.3871(11) 0.5032(7) 0.2984(3) 0.051(2) Uani d U P D 0.336(5) B 2
C C2F 1.4101(10) 0.5272(7) 0.3473(3) 0.052(3) Uani d U P D 0.336(5) B 2
H H2F1 1.4125 0.5927 0.3502 0.078 Uiso calc U P R 0.336(5) B 2
H H2F2 1.4946 0.5021 0.359 0.078 Uiso calc U P R 0.336(5) B 2
H H2F3 1.339 0.5033 0.366 0.078 Uiso calc U P R 0.336(5) B 2
C C3F 1.4043(13) 0.4089(8) 0.2835(5) 0.078(4) Uani d U P D 0.336(5) B 2
H H3F1 1.3348 0.393 0.2597 0.117 Uiso calc U P R 0.336(5) B 2
H H3F2 1.3986 0.3694 0.3112 0.117 Uiso calc U P R 0.336(5) B 2
H H3F3 1.4907 0.4017 0.2698 0.117 Uiso calc U P R 0.336(5) B 2


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 O9' . 2.01(2) ?
Co1 O3 . 2.0459(18) ?
Co1 O5 . 2.0720(17) ?
Co1 O11 . 2.092(2) ?
Co1 O10 . 2.0933(18) ?
Co1 O9 . 2.107(5) ?
Co1 O1 . 2.1113(17) ?
Co2 O6 . 1.9915(17) ?
Co2 O4 . 1.9928(18) ?
Co2 O1 . 2.1448(17) ?
Co2 O7 . 2.1548(16) ?
Co2 O2 . 2.1558(18) ?
Co2 O8 . 2.1725(18) ?
Co2 C1 . 2.472(3) ?
Co2 C40 . 2.491(2) ?
O1 C1 . 1.284(3) ?
O2 C1 . 1.244(3) ?
O3 C20 . 1.251(3) ?
O4 C20 . 1.257(3) ?
O5 C39 . 1.253(3) ?
O6 C39 . 1.258(3) ?
O7 C40 . 1.272(3) ?
O8 C40 . 1.260(3) ?
O10 C44 . 1.436(3) ?
O10 H10 . 0.78(3) ?
O11 C45 . 1.419(4) ?
O11 H11 . 0.81(4) ?
N1 C19 . 1.394(3) ?
N1 C8 . 1.396(3) ?
N1 C6 . 1.425(3) ?
N2 C38 . 1.399(3) ?
N2 C27 . 1.403(3) ?
N2 C23 . 1.426(3) ?
C1 C2 . 1.494(4) ?
C2 C3 . 1.389(3) ?
C2 C7 . 1.397(3) ?
C3 C4 . 1.390(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.387(3) ?
C4 C39 2_645 1.508(3) ?
C5 C6 . 1.392(4) ?
C5 H5 . 0.95 ?
C6 C7 . 1.388(4) ?
C7 H7 . 0.95 ?
C8 C9 . 1.393(4) ?
C8 C13 . 1.403(4) ?
C9 C10 . 1.377(4) ?
C9 H9 . 0.95 ?
C10 C11 . 1.391(5) ?
C10 H10A . 0.95 ?
C11 C12 . 1.380(5) ?
C11 H11A . 0.95 ?
C12 C13 . 1.391(4) ?
C12 H12 . 0.95 ?
C13 C14 . 1.447(4) ?
C14 C15 . 1.392(4) ?
C14 C19 . 1.405(4) ?
C15 C16 . 1.372(4) ?
C15 H15 . 0.95 ?
C16 C17 . 1.396(4) ?
C16 H16 . 0.95 ?
C17 C18 . 1.382(4) ?
C17 H17 . 0.95 ?
C18 C19 . 1.385(4) ?
C18 H18 . 0.95 ?
C20 C21 . 1.505(3) ?
C21 C22 . 1.387(3) ?
C21 C26 . 1.387(3) ?
C22 C23 . 1.390(3) ?
C22 H22 . 0.95 ?
C23 C24 . 1.391(3) ?
C24 C25 . 1.389(3) ?
C24 H24 . 0.95 ?
C25 C26 . 1.392(3) ?
C25 C40 1_655 1.491(3) ?
C26 H26 . 0.95 ?
C27 C28 . 1.386(4) ?
C27 C32 . 1.413(3) ?
C28 C29 . 1.383(4) ?
C28 H28 . 0.95 ?
C29 C30 . 1.396(4) ?
C29 H29 . 0.95 ?
C30 C31 . 1.377(4) ?
C30 H30 . 0.95 ?
C31 C32 . 1.391(4) ?
C31 H31 . 0.95 ?
C32 C33 . 1.445(4) ?
C33 C34 . 1.398(4) ?
C33 C38 . 1.411(4) ?
C34 C35 . 1.381(4) ?
C34 H34 . 0.95 ?
C35 C36 . 1.393(4) ?
C35 H35 . 0.95 ?
C36 C37 . 1.392(4) ?
C36 H36 . 0.95 ?
C37 C38 . 1.383(4) ?
C37 H37 . 0.95 ?
C39 C4 2_655 1.508(3) ?
C40 C25 1_455 1.491(3) ?
O9 C41 . 1.240(7) ?
C41 N3 . 1.317(6) ?
C41 H41 . 0.95 ?
N3 C42 . 1.454(6) ?
N3 C43 . 1.516(8) ?
C42 H42A . 0.98 ?
C42 H42B . 0.98 ?
C42 H42C . 0.98 ?
C43 H43A . 0.98 ?
C43 H43B . 0.98 ?
C43 H43C . 0.98 ?
C44 H44A . 0.98 ?
C44 H44B . 0.98 ?
C44 H44C . 0.98 ?
C45 H45A . 0.98 ?
C45 H45B . 0.98 ?
C45 H45C . 0.98 ?
O9' C41' . 1.13(3) ?
C41' N3' . 1.42(4) ?
C41' H41' . 0.95 ?
N3' C43' . 0.99(3) ?
N3' C42' . 1.43(3) ?
C42' C43' . 2.01(4) ?
C42' H42D . 0.98 ?
C42' H42E . 0.98 ?
C42' H42F . 0.98 ?
C43' H43D . 0.98 ?
C43' H43E . 0.98 ?
C43' H43F . 0.98 ?
O1S C1S . 1.443(9) ?
O1S H1S . 1.07(6) ?
C1S H1S1 . 0.98 ?
C1S H1S2 . 0.98 ?
C1S H1S3 . 0.98 ?
O1F C1F . 1.279(13) ?
C1F N1F . 1.356(14) ?
C1F H1F . 0.95 ?
N1F C2F . 1.431(11) ?
N1F C3F . 1.479(13) ?
C2F H2F1 . 0.98 ?
C2F H2F2 . 0.98 ?
C2F H2F3 . 0.98 ?
C3F H3F1 . 0.98 ?
C3F H3F2 . 0.98 ?
C3F H3F3 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O9' Co1 O3 . . 97.3(5) ?
O9' Co1 O5 . . 161.0(5) ?
O3 Co1 O5 . . 93.40(8) ?
O9' Co1 O11 . . 73.6(5) ?
O3 Co1 O11 . . 88.68(9) ?
O5 Co1 O11 . . 91.07(9) ?
O9' Co1 O10 . . 82.3(5) ?
O3 Co1 O10 . . 178.47(7) ?
O5 Co1 O10 . . 86.56(7) ?
O11 Co1 O10 . . 89.79(9) ?
O3 Co1 O9 . . 86.85(14) ?
O5 Co1 O9 . . 178.13(15) ?
O11 Co1 O9 . . 87.08(16) ?
O10 Co1 O9 . . 93.14(14) ?
O9' Co1 O1 . . 100.0(5) ?
O3 Co1 O1 . . 93.27(7) ?
O5 Co1 O1 . . 95.01(7) ?
O11 Co1 O1 . . 173.48(9) ?
O10 Co1 O1 . . 88.26(7) ?
O9 Co1 O1 . . 86.82(15) ?
O6 Co2 O4 . . 96.54(8) ?
O6 Co2 O1 . . 98.85(7) ?
O4 Co2 O1 . . 101.47(7) ?
O6 Co2 O7 . . 94.22(7) ?
O4 Co2 O7 . . 100.17(7) ?
O1 Co2 O7 . . 153.18(6) ?
O6 Co2 O2 . . 159.56(7) ?
O4 Co2 O2 . . 92.59(8) ?
O1 Co2 O2 . . 61.31(6) ?
O7 Co2 O2 . . 102.13(6) ?
O6 Co2 O8 . . 90.88(7) ?
O4 Co2 O8 . . 160.36(7) ?
O1 Co2 O8 . . 95.28(7) ?
O7 Co2 O8 . . 61.04(6) ?
O2 Co2 O8 . . 86.47(7) ?
O6 Co2 C1 . . 129.55(8) ?
O4 Co2 C1 . . 100.47(8) ?
O1 Co2 C1 . . 31.27(7) ?
O7 Co2 C1 . . 128.18(7) ?
O2 Co2 C1 . . 30.21(7) ?
O8 Co2 C1 . . 88.54(8) ?
O6 Co2 C40 . . 94.01(7) ?
O4 Co2 C40 . . 130.48(8) ?
O1 Co2 C40 . . 124.39(7) ?
O7 Co2 C40 . . 30.70(7) ?
O2 Co2 C40 . . 93.88(7) ?
O8 Co2 C40 . . 30.38(7) ?
C1 Co2 C40 . . 109.23(8) ?
C1 O1 Co1 . . 138.36(16) ?
C1 O1 Co2 . . 88.58(14) ?
Co1 O1 Co2 . . 107.40(7) ?
C1 O2 Co2 . . 89.10(15) ?
C20 O3 Co1 . . 139.89(17) ?
C20 O4 Co2 . . 127.52(17) ?
C39 O5 Co1 . . 132.76(16) ?
C39 O6 Co2 . . 130.78(17) ?
C40 O7 Co2 . . 89.44(14) ?
C40 O8 Co2 . . 88.95(14) ?
C44 O10 Co1 . . 122.68(15) ?
C44 O10 H10 . . 109.(2) ?
Co1 O10 H10 . . 127.(2) ?
C45 O11 Co1 . . 125.2(2) ?
C45 O11 H11 . . 100.(3) ?
Co1 O11 H11 . . 125.(3) ?
C19 N1 C8 . . 108.9(2) ?
C19 N1 C6 . . 125.5(2) ?
C8 N1 C6 . . 125.4(2) ?
C38 N2 C27 . . 108.4(2) ?
C38 N2 C23 . . 124.8(2) ?
C27 N2 C23 . . 124.5(2) ?
O2 C1 O1 . . 120.3(2) ?
O2 C1 C2 . . 120.2(2) ?
O1 C1 C2 . . 119.2(2) ?
O2 C1 Co2 . . 60.68(13) ?
O1 C1 Co2 . . 60.15(12) ?
C2 C1 Co2 . . 167.81(19) ?
C3 C2 C7 . . 119.9(2) ?
C3 C2 C1 . . 119.5(2) ?
C7 C2 C1 . . 120.3(2) ?
C2 C3 C4 . . 120.5(2) ?
C2 C3 H3 . . 119.7 ?
C4 C3 H3 . . 119.7 ?
C5 C4 C3 . . 119.8(2) ?
C5 C4 C39 . 2_645 122.6(2) ?
C3 C4 C39 . 2_645 117.6(2) ?
C4 C5 C6 . . 119.7(2) ?
C4 C5 H5 . . 120.2 ?
C6 C5 H5 . . 120.2 ?
C7 C6 C5 . . 120.8(2) ?
C7 C6 N1 . . 119.4(2) ?
C5 C6 N1 . . 119.7(2) ?
C6 C7 C2 . . 119.3(2) ?
C6 C7 H7 . . 120.4 ?
C2 C7 H7 . . 120.4 ?
C9 C8 N1 . . 129.2(2) ?
C9 C8 C13 . . 122.2(3) ?
N1 C8 C13 . . 108.5(2) ?
C10 C9 C8 . . 117.4(3) ?
C10 C9 H9 . . 121.3 ?
C8 C9 H9 . . 121.3 ?
C9 C10 C11 . . 121.5(3) ?
C9 C10 H10A . . 119.3 ?
C11 C10 H10A . . 119.3 ?
C12 C11 C10 . . 120.7(3) ?
C12 C11 H11A . . 119.6 ?
C10 C11 H11A . . 119.6 ?
C11 C12 C13 . . 119.4(3) ?
C11 C12 H12 . . 120.3 ?
C13 C12 H12 . . 120.3 ?
C12 C13 C8 . . 118.7(3) ?
C12 C13 C14 . . 134.0(3) ?
C8 C13 C14 . . 107.2(2) ?
C15 C14 C19 . . 119.1(3) ?
C15 C14 C13 . . 134.0(3) ?
C19 C14 C13 . . 106.9(2) ?
C16 C15 C14 . . 119.3(3) ?
C16 C15 H15 . . 120.3 ?
C14 C15 H15 . . 120.3 ?
C15 C16 C17 . . 120.9(3) ?
C15 C16 H16 . . 119.6 ?
C17 C16 H16 . . 119.6 ?
C18 C17 C16 . . 121.2(3) ?
C18 C17 H17 . . 119.4 ?
C16 C17 H17 . . 119.4 ?
C17 C18 C19 . . 117.6(3) ?
C17 C18 H18 . . 121.2 ?
C19 C18 H18 . . 121.2 ?
C18 C19 N1 . . 129.5(2) ?
C18 C19 C14 . . 121.9(2) ?
N1 C19 C14 . . 108.6(2) ?
O3 C20 O4 . . 126.7(2) ?
O3 C20 C21 . . 117.0(2) ?
O4 C20 C21 . . 116.3(2) ?
C22 C21 C26 . . 119.9(2) ?
C22 C21 C20 . . 120.5(2) ?
C26 C21 C20 . . 119.5(2) ?
C21 C22 C23 . . 120.1(2) ?
C21 C22 H22 . . 120.0 ?
C23 C22 H22 . . 120.0 ?
C22 C23 C24 . . 120.3(2) ?
C22 C23 N2 . . 119.7(2) ?
C24 C23 N2 . . 120.0(2) ?
C25 C24 C23 . . 119.5(2) ?
C25 C24 H24 . . 120.3 ?
C23 C24 H24 . . 120.3 ?
C24 C25 C26 . . 120.3(2) ?
C24 C25 C40 . 1_655 120.6(2) ?
C26 C25 C40 . 1_655 119.1(2) ?
C21 C26 C25 . . 120.0(2) ?
C21 C26 H26 . . 120.0 ?
C25 C26 H26 . . 120.0 ?
C28 C27 N2 . . 129.3(2) ?
C28 C27 C32 . . 122.0(2) ?
N2 C27 C32 . . 108.7(2) ?
C29 C28 C27 . . 117.3(2) ?
C29 C28 H28 . . 121.3 ?
C27 C28 H28 . . 121.3 ?
C28 C29 C30 . . 121.5(3) ?
C28 C29 H29 . . 119.2 ?
C30 C29 H29 . . 119.2 ?
C31 C30 C29 . . 120.8(3) ?
C31 C30 H30 . . 119.6 ?
C29 C30 H30 . . 119.6 ?
C30 C31 C32 . . 119.1(3) ?
C30 C31 H31 . . 120.4 ?
C32 C31 H31 . . 120.4 ?
C31 C32 C27 . . 119.2(3) ?
C31 C32 C33 . . 133.9(2) ?
C27 C32 C33 . . 107.0(2) ?
C34 C33 C38 . . 118.9(3) ?
C34 C33 C32 . . 133.9(3) ?
C38 C33 C32 . . 107.2(2) ?
C35 C34 C33 . . 119.0(3) ?
C35 C34 H34 . . 120.5 ?
C33 C34 H34 . . 120.5 ?
C34 C35 C36 . . 121.2(3) ?
C34 C35 H35 . . 119.4 ?
C36 C35 H35 . . 119.4 ?
C37 C36 C35 . . 121.1(3) ?
C37 C36 H36 . . 119.5 ?
C35 C36 H36 . . 119.5 ?
C38 C37 C36 . . 117.5(3) ?
C38 C37 H37 . . 121.2 ?
C36 C37 H37 . . 121.2 ?
C37 C38 N2 . . 129.0(2) ?
C37 C38 C33 . . 122.2(2) ?
N2 C38 C33 . . 108.7(2) ?
O5 C39 O6 . . 127.3(2) ?
O5 C39 C4 . 2_655 118.0(2) ?
O6 C39 C4 . 2_655 114.7(2) ?
O8 C40 O7 . . 120.4(2) ?
O8 C40 C25 . 1_455 119.3(2) ?
O7 C40 C25 . 1_455 120.2(2) ?
O8 C40 Co2 . . 60.67(12) ?
O7 C40 Co2 . . 59.86(12) ?
C25 C40 Co2 1_455 . 175.44(17) ?
C41 O9 Co1 . . 127.1(3) ?
O9 C41 N3 . . 126.0(4) ?
O9 C41 H41 . . 117.0 ?
N3 C41 H41 . . 117.0 ?
C41 N3 C42 . . 122.2(5) ?
C41 N3 C43 . . 121.3(5) ?
C42 N3 C43 . . 116.1(4) ?
N3 C42 H42A . . 109.5 ?
N3 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
N3 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
N3 C43 H43A . . 109.5 ?
N3 C43 H43B . . 109.5 ?
H43A C43 H43B . . 109.5 ?
N3 C43 H43C . . 109.5 ?
H43A C43 H43C . . 109.5 ?
H43B C43 H43C . . 109.5 ?
O10 C44 H44A . . 109.5 ?
O10 C44 H44B . . 109.5 ?
H44A C44 H44B . . 109.5 ?
O10 C44 H44C . . 109.5 ?
H44A C44 H44C . . 109.5 ?
H44B C44 H44C . . 109.5 ?
O11 C45 H45A . . 109.5 ?
O11 C45 H45B . . 109.5 ?
H45A C45 H45B . . 109.5 ?
O11 C45 H45C . . 109.5 ?
H45A C45 H45C . . 109.5 ?
H45B C45 H45C . . 109.5 ?
C41' O9' Co1 . . 121.9(16) ?
O9' C41' N3' . . 120.(2) ?
O9' C41' H41' . . 119.8 ?
N3' C41' H41' . . 119.8 ?
C43' N3' C41' . . 119.(3) ?
C43' N3' C42' . . 111.(3) ?
C41' N3' C42' . . 128.(2) ?
N3' C42' C43' . . 27.5(14) ?
N3' C42' H42D . . 109.5 ?
C43' C42' H42D . . 102.7 ?
N3' C42' H42E . . 109.5 ?
C43' C42' H42E . . 134.8 ?
H42D C42' H42E . . 109.5 ?
N3' C42' H42F . . 109.5 ?
C43' C42' H42F . . 87.8 ?
H42D C42' H42F . . 109.5 ?
H42E C42' H42F . . 109.5 ?
N3' C43' C42' . . 42.(2) ?
N3' C43' H43D . . 109.5 ?
C42' C43' H43D . . 89.7 ?
N3' C43' H43E . . 109.5 ?
C42' C43' H43E . . 83.1 ?
H43D C43' H43E . . 109.5 ?
N3' C43' H43F . . 109.5 ?
C42' C43' H43F . . 150.7 ?
H43D C43' H43F . . 109.5 ?
H43E C43' H43F . . 109.5 ?
C1S O1S H1S . . 103.(3) ?
O1S C1S H1S1 . . 109.5 ?
O1S C1S H1S2 . . 109.5 ?
H1S1 C1S H1S2 . . 109.5 ?
O1S C1S H1S3 . . 109.5 ?
H1S1 C1S H1S3 . . 109.5 ?
H1S2 C1S H1S3 . . 109.5 ?
O1F C1F N1F . . 121.6(15) ?
O1F C1F H1F . . 119.2 ?
N1F C1F H1F . . 119.2 ?
C1F N1F C2F . . 119.7(10) ?
C1F N1F C3F . . 120.7(11) ?
C2F N1F C3F . . 119.6(10) ?
N1F C2F H2F1 . . 109.5 ?
N1F C2F H2F2 . . 109.5 ?
H2F1 C2F H2F2 . . 109.5 ?
N1F C2F H2F3 . . 109.5 ?
H2F1 C2F H2F3 . . 109.5 ?
H2F2 C2F H2F3 . . 109.5 ?
N1F C3F H3F1 . . 109.5 ?
N1F C3F H3F2 . . 109.5 ?
H3F1 C3F H3F2 . . 109.5 ?
N1F C3F H3F3 . . 109.5 ?
H3F1 C3F H3F3 . . 109.5 ?
H3F2 C3F H3F3 . . 109.5 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1S H1S O8 1_655 1.07(6) 1.87(6) 2.925(4) 168.(5) ?




# start Validation Reply Form
_vrf_PLAT077_llm2082b            
;
PROBLEM: Unitcell contains non-integer number of atoms .. Please Check
RESPONSE: The structure contains a site of disordered solvent, shared 
by dimethylformamide and methanol. The shared occupancy of this site
results in partial fractions of atoms. The site occupancy is 
0.663:0.337 MeOH:DMF.
;
_vrf_PLAT220_llm2082b            
;
PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) Range 3.1 Ratio
RESPONSE: In addition to the solvent disorder described above
(_vrf_PLAT077_llm2082b), there is disorder in the position of 
the coordinated dimethylformamide. The largest Ueq values are 
determined for the atoms of this moiety. 
;
_vrf_PLAT411_llm2082b            
;
PROBLEM: Short Inter H...H Contact H11A .. H41? .. 2.04 Ang.
RESPONSE: Contact is between H11A, a carbazole hydrogen, and H41',
a hydrogen of the minor orientation (sof=0.19) of the disordered
dimethyformamide coordinated to cobalt. Angle, C11-H11_H41' is 121\%.
The contact is between two sbu, second generated by inversion through
(2-x, 1-y, 1-z).
;
_vrf_PLAT414_llm2082b            
;
PROBLEM: Short Intra D-H..H-X H11 .. H45A .. 1.96 Ang.
RESPONSE: H11 is the H atom of the -OH for a coordinated methanol.
H45A is one of the H atoms of the MeOH methyl group. The -CH~3~ 
hydrogens were assigned idealized geometries, while the -OH hydrogen
position was determined from difference map and freely refined. This 
hydrogen, H11, is displaced away from the cobalt, forming  a 100\% 
angle through O11 to C45 (H11-O11-C45). In addition, the coordinates 
for this hydrogen are not as well-determined as for the heavier atoms. 
This uncertainty, coupled with the displaced H-O-C angle, may lead to 
the slightly closer contact.
;
_vrf_PLAT911_llm2082b            
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L= 0.600 66 Report
RESPONSE: Reflections are missing due to instrument obstructions and
resulting difficulty with calculating complete coverage for the data 
collection strategy. In particular, the high-resolution data shells
show decreasing completeness from approximately 0.88 to 0.82 \%A.
;
# end Validation Reply Form


####################################################################### 
# 
# 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_LLM-1-131B
_audit_block_doi                 10.5517/cc14mz80
_database_code_depnum_ccdc_archive 'CCDC 1061882'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5CC03515E 2015
_audit_update_record             
;
2015-04-24 deposited with the CCDC.
2015-07-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            LLM-1-131B
_chemical_formula_moiety         'C25 H20 Cu N2 O5'
_chemical_formula_sum            'C25 H20 Cu N2 O5'
_chemical_formula_iupac          ?
_chemical_formula_weight         491.97

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'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, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   27.7412(11)
_cell_length_b                   11.1140(5)
_cell_length_c                   15.0069(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.921(2)
_cell_angle_gamma                90
_cell_volume                     4509.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7982
_cell_measurement_theta_min      3.2697
_cell_measurement_theta_max      72.2926
_cell_measurement_temperature    299.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear green'
_exptl_crystal_size_max          0.139
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.084
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2024

_exptl_absorpt_coefficient_mu    1.702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2012). TWINABS v2012/1. Bruker AXS Inc. Madison, WI 53711,
USA.
;
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_T_max  0.87

_exptl_special_details           
;
;

_diffrn_ambient_temperature      299.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\mS '

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device_type  'Bruker D8 VENTURE diffractometer'
_diffrn_measurement_method       'ω and φ scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            4492
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         72.28
_diffrn_reflns_theta_full        72.28
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measured_fraction_theta_full 0.945
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       17

_refine_special_details          'Refined as a 3-component twin.'

_reflns_number_total             4492
_reflns_number_gt                4249
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1120
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.098
_refine_ls_number_reflns         4492
_refine_ls_number_parameters     364
_refine_ls_number_restraints     116
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0633P)²+5.0911P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.288
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 v2012.10-1 (Bruker-AXS Inc., 2012)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc.)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc.)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
Jmol: an open--source Java viewer for chemical structures in 3D.
http://www.jmol.org/
;
_computing_publication_material  'APEX2 v2012.12 (Bruker, 2011)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.28576(2) 0.66785(2) 0.01138(2) 0.02377(13) Uani d . . . 1.0 . .
N N1 0.45294(7) 0.95424(19) 0.35545(15) 0.0382(5) Uani d . . . 1.0 . .
O O1 0.31568(6) 0.76626(15) 0.11728(11) 0.0384(4) Uani d . . . 1.0 . .
O O2 0.25441(6) 0.90087(15) 0.10206(11) 0.0382(4) Uani d . . . 1.0 . .
O O3 0.25790(6) 1.09484(15) 0.41608(12) 0.0403(4) Uani d . . . 1.0 . .
O O4 0.31944(6) 1.22959(14) 0.43883(11) 0.0358(4) Uani d . . . 1.0 . .
C C1 0.48808(9) 1.0454(2) 0.36859(17) 0.0394(6) Uani d . . . 1.0 . .
C C2 0.48138(11) 1.1696(3) 0.3601(2) 0.0507(7) Uani d . . . 1.0 . .
H H2 0.45 1.2032 0.3433 0.061 Uiso calc U . R 1.0 . .
C C3 0.52284(13) 1.2401(3) 0.3776(2) 0.0639(8) Uani d . . . 1.0 . .
H H3 0.5193 1.3232 0.3732 0.077 Uiso calc U . R 1.0 . .
C C4 0.57009(13) 1.1911(4) 0.4017(3) 0.0679(9) Uani d . . . 1.0 . .
H H4 0.5975 1.2418 0.4131 0.081 Uiso calc U . R 1.0 . .
C C5 0.57678(10) 1.0693(3) 0.4087(2) 0.0570(8) Uani d . . . 1.0 . .
H H5 0.6085 1.037 0.4241 0.068 Uiso calc U . R 1.0 . .
C C6 0.53545(9) 0.9941(3) 0.39256(17) 0.0427(6) Uani d . . . 1.0 . .
C C7 0.52870(9) 0.8653(3) 0.39623(17) 0.0426(6) Uani d . . . 1.0 . .
C C8 0.56065(10) 0.7675(3) 0.4201(2) 0.0553(8) Uani d . . . 1.0 . .
H H8 0.5947 0.7792 0.4351 0.066 Uiso calc U . R 1.0 . .
C C9 0.54133(12) 0.6541(3) 0.4213(3) 0.0657(10) Uani d . . . 1.0 . .
H H9 0.5625 0.5888 0.437 0.079 Uiso calc U . R 1.0 . .
C C10 0.49055(13) 0.6356(3) 0.3994(3) 0.0661(9) Uani d . . . 1.0 . .
H H10 0.4783 0.558 0.4013 0.079 Uiso calc U . R 1.0 . .
C C11 0.45776(10) 0.7296(3) 0.3748(2) 0.0530(7) Uani d . . . 1.0 . .
H H11 0.4238 0.7165 0.3598 0.064 Uiso calc U . R 1.0 . .
C C12 0.47727(9) 0.8440(2) 0.37345(18) 0.0404(6) Uani d . . . 1.0 . .
C C13 0.40090(8) 0.9692(2) 0.32792(16) 0.0323(5) Uani d . . . 1.0 . .
C C14 0.37433(8) 0.9063(2) 0.25337(15) 0.0322(5) Uani d . . . 1.0 . .
H H14 0.3906 0.8543 0.2215 0.039 Uiso calc U . R 1.0 . .
C C15 0.32335(8) 0.92059(19) 0.22581(15) 0.0291(4) Uani d . . . 1.0 . .
C C16 0.29869(8) 0.9953(2) 0.27549(15) 0.0302(4) Uani d . . . 1.0 . .
H H16 0.2645 1.0034 0.2584 0.036 Uiso calc U . R 1.0 . .
C C17 0.32547(8) 1.05742(19) 0.35067(15) 0.0292(4) Uani d . . . 1.0 . .
C C18 0.37663(8) 1.0469(2) 0.37591(16) 0.0311(5) Uani d . . . 1.0 . .
H H18 0.3945 1.0915 0.4246 0.037 Uiso calc U . R 1.0 . .
C C19 0.29533(8) 0.85789(19) 0.14171(15) 0.0285(4) Uani d . . . 1.0 . .
C C20 0.29873(8) 1.1340(2) 0.40633(14) 0.0284(4) Uani d . . . 1.0 . .
N N2 0.3262(2) 0.3786(5) 0.1528(5) 0.0645(15) Uani d U P . 0.623(9) A 1
O O5 0.3411(8) 0.529(2) 0.0554(14) 0.038(2) Uani d U P . 0.623(9) A 1
C C21 0.3457(2) 0.4796(5) 0.1308(5) 0.0449(14) Uani d U P . 0.623(9) A 1
C C22 0.3820(7) 0.5084(15) 0.2291(11) 0.116(5) Uani d U P . 0.623(9) A 1
H H22A 0.416 0.4985 0.224 0.139 Uiso calc U P R 0.623(9) A 1
H H22B 0.3777 0.5918 0.2447 0.139 Uiso calc U P R 0.623(9) A 1
C C23 0.3747(4) 0.4447(8) 0.2903(6) 0.117(3) Uani d U P . 0.623(9) A 1
H H23A 0.3602 0.4913 0.3324 0.14 Uiso calc U P R 0.623(9) A 1
H H23B 0.4056 0.4105 0.3239 0.14 Uiso calc U P R 0.623(9) A 1
C C24 0.3401(4) 0.3468(9) 0.2480(7) 0.081(2) Uani d U P . 0.623(9) A 1
H H24A 0.3564 0.2691 0.2561 0.097 Uiso calc U P R 0.623(9) A 1
H H24B 0.3114 0.344 0.2748 0.097 Uiso calc U P R 0.623(9) A 1
C C25 0.2917(5) 0.3107(10) 0.0847(8) 0.098(4) Uani d U P . 0.623(9) A 1
H H25A 0.2813 0.2403 0.1125 0.147 Uiso calc U P R 0.623(9) A 1
H H25B 0.2634 0.3597 0.0598 0.147 Uiso calc U P R 0.623(9) A 1
H H25C 0.3074 0.287 0.0367 0.147 Uiso calc U P R 0.623(9) A 1
N N2' 0.3489(5) 0.4194(11) 0.1797(8) 0.076(3) Uani d U P . 0.377(9) A 2
O O5' 0.3355(15) 0.519(3) 0.043(3) 0.048(6) Uani d U P . 0.377(9) A 2
C C21' 0.3295(4) 0.4391(9) 0.0904(8) 0.050(2) Uani d U P . 0.377(9) A 2
C C22' 0.2962(7) 0.3403(14) 0.0503(13) 0.077(4) Uani d U P . 0.377(9) A 2
H H22C 0.3099 0.2943 0.007 0.092 Uiso calc U P R 0.377(9) A 2
H H22D 0.2639 0.3705 0.0201 0.092 Uiso calc U P R 0.377(9) A 2
C C23' 0.2932(7) 0.2634(14) 0.1353(13) 0.118(6) Uani d U P . 0.377(9) A 2
H H23C 0.2607 0.2704 0.1484 0.142 Uiso calc U P R 0.377(9) A 2
H H23D 0.2993 0.1794 0.1243 0.142 Uiso calc U P R 0.377(9) A 2
C C24' 0.3302(8) 0.3080(17) 0.2108(13) 0.097(5) Uani d U P . 0.377(9) A 2
H H24C 0.3568 0.2499 0.2283 0.116 Uiso calc U P R 0.377(9) A 2
H H24D 0.3159 0.3233 0.2631 0.116 Uiso calc U P R 0.377(9) A 2
C C25' 0.3769(9) 0.5351(18) 0.2139(14) 0.071(4) Uani d U P . 0.377(9) A 2
H H25D 0.3918 0.5274 0.2779 0.106 Uiso calc U P R 0.377(9) A 2
H H25E 0.4021 0.5489 0.1806 0.106 Uiso calc U P R 0.377(9) A 2
H H25F 0.3542 0.6016 0.2049 0.106 Uiso calc U P R 0.377(9) A 2


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O4 6_575 1.9526(15) ?
Cu1 O1 . 1.9548(16) ?
Cu1 O2 7_565 1.9684(16) ?
Cu1 O3 4_545 1.9749(16) ?
Cu1 O5' . 2.13(4) ?
Cu1 O5 . 2.17(2) ?
Cu1 Cu1 7_565 2.6618(6) ?
N1 C1 . 1.389(3) ?
N1 C12 . 1.396(3) ?
N1 C13 . 1.420(3) ?
O1 C19 . 1.258(3) ?
O2 C19 . 1.253(3) ?
O2 Cu1 7_565 1.9684(16) ?
O3 C20 . 1.252(3) ?
O3 Cu1 4 1.9749(16) ?
O4 C20 . 1.254(3) ?
O4 Cu1 6_576 1.9526(15) ?
C1 C2 . 1.395(4) ?
C1 C6 . 1.403(3) ?
C2 C3 . 1.367(4) ?
C2 H2 . 0.93 ?
C3 C4 . 1.390(5) ?
C3 H3 . 0.93 ?
C4 C5 . 1.367(5) ?
C4 H4 . 0.93 ?
C5 C6 . 1.395(4) ?
C5 H5 . 0.93 ?
C6 C7 . 1.447(4) ?
C7 C8 . 1.398(4) ?
C7 C12 . 1.411(3) ?
C8 C9 . 1.372(5) ?
C8 H8 . 0.93 ?
C9 C10 . 1.388(5) ?
C9 H9 . 0.93 ?
C10 C11 . 1.380(4) ?
C10 H10 . 0.93 ?
C11 C12 . 1.384(4) ?
C11 H11 . 0.93 ?
C13 C14 . 1.384(3) ?
C13 C18 . 1.391(3) ?
C14 C15 . 1.391(3) ?
C14 H14 . 0.93 ?
C15 C16 . 1.393(3) ?
C15 C19 . 1.498(3) ?
C16 C17 . 1.388(3) ?
C16 H16 . 0.93 ?
C17 C18 . 1.389(3) ?
C17 C20 . 1.500(3) ?
C18 H18 . 0.93 ?
N2 C21 . 1.320(9) ?
N2 C24 . 1.439(12) ?
N2 C25 . 1.446(12) ?
O5 C21 . 1.24(2) ?
C21 C22 . 1.621(16) ?
C22 C23 . 1.213(17) ?
C22 H22A . 0.97 ?
C22 H22B . 0.97 ?
C23 C24 . 1.495(12) ?
C23 H23A . 0.97 ?
C23 H23B . 0.97 ?
C24 H24A . 0.97 ?
C24 H24B . 0.97 ?
C25 H25A . 0.96 ?
C25 H25B . 0.96 ?
C25 H25C . 0.96 ?
N2' C21' . 1.346(18) ?
N2' C24' . 1.46(2) ?
N2' C25' . 1.53(3) ?
O5' C21' . 1.18(4) ?
C21' C22' . 1.47(2) ?
C22' C23' . 1.55(2) ?
C22' H22C . 0.97 ?
C22' H22D . 0.97 ?
C23' C24' . 1.44(3) ?
C23' H23C . 0.97 ?
C23' H23D . 0.97 ?
C24' H24C . 0.97 ?
C24' H24D . 0.97 ?
C25' H25D . 0.96 ?
C25' H25E . 0.96 ?
C25' H25F . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O4 Cu1 O1 6_575 . 87.57(7) ?
O4 Cu1 O2 6_575 7_565 89.61(7) ?
O1 Cu1 O2 . 7_565 167.31(7) ?
O4 Cu1 O3 6_575 4_545 167.45(7) ?
O1 Cu1 O3 . 4_545 89.03(8) ?
O2 Cu1 O3 7_565 4_545 91.08(8) ?
O4 Cu1 O5' 6_575 . 102.0(10) ?
O1 Cu1 O5' . . 96.7(11) ?
O2 Cu1 O5' 7_565 . 96.0(11) ?
O3 Cu1 O5' 4_545 . 90.4(10) ?
O4 Cu1 O5 6_575 . 101.0(5) ?
O1 Cu1 O5 . . 90.5(6) ?
O2 Cu1 O5 7_565 . 102.2(6) ?
O3 Cu1 O5 4_545 . 91.1(5) ?
O4 Cu1 Cu1 6_575 7_565 87.93(5) ?
O1 Cu1 Cu1 . 7_565 83.64(5) ?
O2 Cu1 Cu1 7_565 7_565 83.89(5) ?
O3 Cu1 Cu1 4_545 7_565 79.69(5) ?
O5' Cu1 Cu1 . 7_565 170.1(10) ?
O5 Cu1 Cu1 . 7_565 169.1(5) ?
C1 N1 C12 . . 108.62(19) ?
C1 N1 C13 . . 126.3(2) ?
C12 N1 C13 . . 125.1(2) ?
C19 O1 Cu1 . . 123.59(14) ?
C19 O2 Cu1 . 7_565 122.72(14) ?
C20 O3 Cu1 . 4 127.17(14) ?
C20 O4 Cu1 . 6_576 118.49(14) ?
N1 C1 C2 . . 129.3(2) ?
N1 C1 C6 . . 109.1(2) ?
C2 C1 C6 . . 121.6(3) ?
C3 C2 C1 . . 117.4(3) ?
C3 C2 H2 . . 121.3 ?
C1 C2 H2 . . 121.3 ?
C2 C3 C4 . . 122.0(3) ?
C2 C3 H3 . . 119.0 ?
C4 C3 H3 . . 119.0 ?
C5 C4 C3 . . 120.8(3) ?
C5 C4 H4 . . 119.6 ?
C3 C4 H4 . . 119.6 ?
C4 C5 C6 . . 119.2(3) ?
C4 C5 H5 . . 120.4 ?
C6 C5 H5 . . 120.4 ?
C5 C6 C1 . . 119.2(3) ?
C5 C6 C7 . . 134.0(3) ?
C1 C6 C7 . . 106.8(2) ?
C8 C7 C12 . . 118.7(3) ?
C8 C7 C6 . . 134.4(3) ?
C12 C7 C6 . . 106.8(2) ?
C9 C8 C7 . . 119.4(3) ?
C9 C8 H8 . . 120.3 ?
C7 C8 H8 . . 120.3 ?
C8 C9 C10 . . 120.7(3) ?
C8 C9 H9 . . 119.6 ?
C10 C9 H9 . . 119.6 ?
C11 C10 C9 . . 121.7(3) ?
C11 C10 H10 . . 119.2 ?
C9 C10 H10 . . 119.2 ?
C10 C11 C12 . . 117.5(3) ?
C10 C11 H11 . . 121.2 ?
C12 C11 H11 . . 121.2 ?
C11 C12 N1 . . 129.5(2) ?
C11 C12 C7 . . 121.9(2) ?
N1 C12 C7 . . 108.6(2) ?
C14 C13 C18 . . 120.0(2) ?
C14 C13 N1 . . 119.96(19) ?
C18 C13 N1 . . 120.0(2) ?
C13 C14 C15 . . 120.4(2) ?
C13 C14 H14 . . 119.8 ?
C15 C14 H14 . . 119.8 ?
C14 C15 C16 . . 119.81(19) ?
C14 C15 C19 . . 119.94(19) ?
C16 C15 C19 . . 120.23(19) ?
C17 C16 C15 . . 119.57(19) ?
C17 C16 H16 . . 120.2 ?
C15 C16 H16 . . 120.2 ?
C16 C17 C18 . . 120.53(19) ?
C16 C17 C20 . . 119.57(19) ?
C18 C17 C20 . . 119.88(19) ?
C17 C18 C13 . . 119.6(2) ?
C17 C18 H18 . . 120.2 ?
C13 C18 H18 . . 120.2 ?
O2 C19 O1 . . 126.0(2) ?
O2 C19 C15 . . 117.86(19) ?
O1 C19 C15 . . 116.10(19) ?
O3 C20 O4 . . 126.6(2) ?
O3 C20 C17 . . 116.19(19) ?
O4 C20 C17 . . 117.18(19) ?
C21 N2 C24 . . 115.1(9) ?
C21 N2 C25 . . 120.7(8) ?
C24 N2 C25 . . 124.1(8) ?
C21 O5 Cu1 . . 120.8(14) ?
O5 C21 N2 . . 129.8(13) ?
O5 C21 C22 . . 131.4(13) ?
N2 C21 C22 . . 98.4(8) ?
C23 C22 C21 . . 113.5(13) ?
C23 C22 H22A . . 108.9 ?
C21 C22 H22A . . 108.9 ?
C23 C22 H22B . . 108.9 ?
C21 C22 H22B . . 108.9 ?
H22A C22 H22B . . 107.7 ?
C22 C23 C24 . . 107.7(10) ?
C22 C23 H23A . . 110.2 ?
C24 C23 H23A . . 110.2 ?
C22 C23 H23B . . 110.2 ?
C24 C23 H23B . . 110.2 ?
H23A C23 H23B . . 108.5 ?
N2 C24 C23 . . 104.3(7) ?
N2 C24 H24A . . 110.9 ?
C23 C24 H24A . . 110.9 ?
N2 C24 H24B . . 110.9 ?
C23 C24 H24B . . 110.9 ?
H24A C24 H24B . . 108.9 ?
N2 C25 H25A . . 109.5 ?
N2 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
N2 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C21' N2' C24' . . 111.4(16) ?
C21' N2' C25' . . 104.9(12) ?
C24' N2' C25' . . 142.7(14) ?
C21' O5' Cu1 . . 123.(3) ?
O5' C21' N2' . . 130.(2) ?
O5' C21' C22' . . 119.(2) ?
N2' C21' C22' . . 111.0(12) ?
C21' C22' C23' . . 102.7(14) ?
C21' C22' H22C . . 111.2 ?
C23' C22' H22C . . 111.2 ?
C21' C22' H22D . . 111.2 ?
C23' C22' H22D . . 111.2 ?
H22C C22' H22D . . 109.1 ?
C24' C23' C22' . . 107.3(14) ?
C24' C23' H23C . . 110.2 ?
C22' C23' H23C . . 110.2 ?
C24' C23' H23D . . 110.2 ?
C22' C23' H23D . . 110.2 ?
H23C C23' H23D . . 108.5 ?
C23' C24' N2' . . 106.4(15) ?
C23' C24' H24C . . 110.4 ?
N2' C24' H24C . . 110.4 ?
C23' C24' H24D . . 110.4 ?
N2' C24' H24D . . 110.4 ?
H24C C24' H24D . . 108.6 ?
N2' C25' H25D . . 109.5 ?
N2' C25' H25E . . 109.5 ?
H25D C25' H25E . . 109.5 ?
N2' C25' H25F . . 109.5 ?
H25D C25' H25F . . 109.5 ?
H25E C25' H25F . . 109.5 ?



# start Validation Reply Form
_vrf_PLAT094_LLM-1-131B          
;
PROBLEM: Ratio of Maximum / Minimum Residual Density .... 2.10 Report
RESPONSE: This heavy-atiom structure has several larger peaks, 0.61 e/\%A^3^ to
0.37 e/\%A^3^, that are near the Cu center. By contrast, the deepest hole is
0.28 e/\%A^3^. These peaks are likely remnants of truncation errors, and would 
disappear with higher resolution, not available with Cu K\a radiation.
;
_vrf_PLAT220_LLM-1-131B          
;
PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) Range 4.2 Ratio
RESPONSE: The observed disorder in the N-Methyl-2-pyrrolidone results in larger 
U values modeled for these atoms than for the principal, undisorded structure.
;
_vrf_PLAT222_LLM-1-131B          
;
PROBLEM: Large Non-Solvent H Uiso(max)/Uiso(min) ... 4.1 Ratio
RESPONSE: H atoms U values were set to ride on the values of the parent atom. 
As there are larger differences in the thermal parameters for the C atoms, 
these will translate to the H atoms. See _vrf_PLAT220_LLM-1-131B above.

;
_vrf_PLAT242_LLM-1-131B          
;
PROBLEM: Low Ueq as Compared to Neighbors for ..... Cu1 Check
RESPONSE: It is not unusual for a heavy atom to have smaller thermal 
parameters than the lighter atoms of the structure.
;
_vrf_PLAT911_LLM-1-131B          
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L= 0.600 106 Report
RESPONSE: These reuslt from trade-offs in efficiency versus coverage in the
data collection strategy. recovering these reflections would have consumed a 
great deal more instrument time, and some were blocked by instrument geometry 
and not accessible.
;
# end Validation Reply Form


####################################################################### 
# 
# 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_2072a
_audit_block_doi                 10.5517/cc14mz91
_database_code_depnum_ccdc_archive 'CCDC 1061883'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5CC03515E 2015
_audit_update_record             
;
2015-07-08 deposited with the CCDC.
2015-07-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ZnCbzMOF-EtOH
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H42 N4 O11 Zn2, C3 H7 N O'
_chemical_formula_sum            'C51 H49 N5 O12 Zn2'
_chemical_formula_weight         1054.69

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'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   10.3375(4)
_cell_length_b                   17.0695(4)
_cell_length_c                   26.9368(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4753.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3451
_cell_measurement_theta_min      27.96
_cell_measurement_theta_max      74.41

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_F_000             2184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.827
_shelx_estimated_absorpt_T_min   0.723
_shelx_estimated_absorpt_T_max   0.824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.723
_exptl_absorpt_correction_T_max  0.824
_exptl_absorpt_process_details   
;
Krause. L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D.
(2015). J. Appl. Cryst. 48, 3-10.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 1.024
_diffrn_reflns_number            36376
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.065
_diffrn_reflns_theta_max         74.482
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9547
_reflns_number_gt                8472
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.799
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    1.000

_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       'Bruker Instrument Service (Bruker AXS)'
_computing_cell_refinement       'APEX2 (Bruker AXS)'
_computing_data_reduction        'SAINT (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          Twin
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0270P)²+1.6714P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.25(2)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         9547
_refine_ls_number_parameters     642
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0712
_refine_ls_wR_factor_gt          0.0679
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.002
_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
Zn1 Zn 0.52055(5) 0.97929(3) 0.67528(2) 0.00931(11) Uani 1 1 d . . . . .
Zn2 Zn 0.30052(5) 1.07772(3) 0.75760(2) 0.01187(11) Uani 1 1 d . . . . .
N1 N 1.0096(3) 0.85349(17) 0.52006(11) 0.0138(7) Uani 1 1 d . . . . .
C1 C 0.9558(4) 0.8862(2) 0.47729(14) 0.0153(8) Uani 1 1 d . . . . .
C2 C 0.9168(4) 0.9631(2) 0.46895(15) 0.0192(9) Uani 1 1 d . . . . .
H2 H 0.9175 1.0011 0.4947 0.023 Uiso 1 1 calc R U . . .
C3 C 0.8767(4) 0.9814(3) 0.42096(15) 0.0253(10) Uani 1 1 d . . . . .
H3 H 0.8493 1.0334 0.4139 0.030 Uiso 1 1 calc R U . . .
C4 C 0.8756(4) 0.9259(3) 0.38299(15) 0.0272(10) Uani 1 1 d . . . . .
H4 H 0.8484 0.9407 0.3506 0.033 Uiso 1 1 calc R U . . .
C5 C 0.9136(4) 0.8497(3) 0.39193(15) 0.0241(10) Uani 1 1 d . . . . .
H5 H 0.9130 0.8121 0.3659 0.029 Uiso 1 1 calc R U . . .
C6 C 0.9530(4) 0.8285(2) 0.43985(14) 0.0175(9) Uani 1 1 d . . . . .
C7 C 1.0042(4) 0.7574(2) 0.46106(14) 0.0174(9) Uani 1 1 d . . . . .
C8 C 1.0245(4) 0.6812(2) 0.44334(15) 0.0231(9) Uani 1 1 d . . . . .
H8 H 0.9983 0.6672 0.4107 0.028 Uiso 1 1 calc R U . . .
C9 C 1.0828(4) 0.6268(2) 0.47362(17) 0.0246(10) Uani 1 1 d . . . . .
H9 H 1.0961 0.5750 0.4617 0.030 Uiso 1 1 calc R U . . .
C10 C 1.1228(4) 0.6463(2) 0.52177(16) 0.0219(9) Uani 1 1 d . . . . .
H10 H 1.1645 0.6080 0.5417 0.026 Uiso 1 1 calc R U . . .
C11 C 1.1023(4) 0.7209(2) 0.54059(15) 0.0188(9) Uani 1 1 d . . . . .
H11 H 1.1290 0.7343 0.5733 0.023 Uiso 1 1 calc R U . . .
C12 C 1.0418(4) 0.7753(2) 0.51032(14) 0.0146(8) Uani 1 1 d . . . . .
C13 C 1.0150(4) 0.8910(2) 0.56754(13) 0.0133(8) Uani 1 1 d . . . . .
C14 C 1.1334(4) 0.9067(2) 0.58950(14) 0.0135(8) Uani 1 1 d . . . . .
H14 H 1.2115 0.8923 0.5733 0.016 Uiso 1 1 calc R U . . .
C15 C 1.1367(4) 0.9439(2) 0.63552(14) 0.0123(8) Uani 1 1 d . . . . .
C16 C 1.0213(4) 0.9648(2) 0.65881(13) 0.0121(7) Uani 1 1 d . . . . .
H16 H 1.0238 0.9906 0.6900 0.014 Uiso 1 1 calc R U . . .
C17 C 0.9025(4) 0.9483(2) 0.63692(13) 0.0119(8) Uani 1 1 d . . . . .
C18 C 0.9006(4) 0.9110(2) 0.59076(13) 0.0116(8) Uani 1 1 d . . . . .
H18 H 0.8203 0.8994 0.5753 0.014 Uiso 1 1 calc R U . . .
C19 C 1.2646(4) 0.9644(2) 0.65872(13) 0.0132(8) Uani 1 1 d . . . . .
O1 O 1.3656(3) 0.93725(15) 0.63916(9) 0.0145(6) Uani 1 1 d . . . . .
O2 O 1.2632(3) 1.00819(16) 0.69627(9) 0.0171(6) Uani 1 1 d . . . . .
C20 C 0.7771(4) 0.9697(2) 0.66188(13) 0.0119(8) Uani 1 1 d . . . . .
O3 O 0.7777(3) 1.01260(16) 0.69886(9) 0.0175(6) Uani 1 1 d . . . . .
O4 O 0.6752(3) 0.94002(15) 0.64211(9) 0.0134(6) Uani 1 1 d . . . . .
N2 N 0.4020(4) 0.83174(18) 0.94943(11) 0.0157(7) Uani 1 1 d . . . . .
C21 C 0.4949(4) 0.8350(2) 0.98658(13) 0.0157(9) Uani 1 1 d . . . . .
C22 C 0.6254(4) 0.8179(2) 0.98383(15) 0.0197(9) Uani 1 1 d . . . . .
H22 H 0.6626 0.7972 0.9543 0.024 Uiso 1 1 calc R U . . .
C23 C 0.7002(5) 0.8319(2) 1.02574(15) 0.0253(10) Uani 1 1 d . . . . .
H23 H 0.7905 0.8217 1.0245 0.030 Uiso 1 1 calc R U . . .
C24 C 0.6459(5) 0.8606(3) 1.06961(16) 0.0281(11) Uani 1 1 d . . . . .
H24 H 0.6993 0.8700 1.0977 0.034 Uiso 1 1 calc R U . . .
C25 C 0.5146(5) 0.8752(2) 1.07221(14) 0.0248(10) Uani 1 1 d . . . . .
H25 H 0.4774 0.8933 1.1024 0.030 Uiso 1 1 calc R U . . .
C26 C 0.4364(4) 0.8635(2) 1.03051(14) 0.0198(10) Uani 1 1 d . . . . .
C27 C 0.3025(5) 0.8786(2) 1.01893(14) 0.0189(9) Uani 1 1 d . . . . .
C28 C 0.1965(5) 0.9054(2) 1.04612(15) 0.0261(10) Uani 1 1 d . . . . .
H28 H 0.2054 0.9174 1.0804 0.031 Uiso 1 1 calc R U . . .
C29 C 0.0789(5) 0.9143(2) 1.02286(17) 0.0291(11) Uani 1 1 d . . . . .
H29 H 0.0065 0.9323 1.0414 0.035 Uiso 1 1 calc R U . . .
C30 C 0.0641(5) 0.8971(2) 0.97210(17) 0.0289(11) Uani 1 1 d . . . . .
H30 H -0.0179 0.9044 0.9568 0.035 Uiso 1 1 calc R U . . .
C31 C 0.1672(4) 0.8698(2) 0.94407(15) 0.0214(10) Uani 1 1 d . . . . .
H31 H 0.1575 0.8581 0.9098 0.026 Uiso 1 1 calc R U . . .
C32 C 0.2856(4) 0.8603(2) 0.96809(14) 0.0178(9) Uani 1 1 d . . . . .
C33 C 0.4290(4) 0.8160(2) 0.89826(13) 0.0132(8) Uani 1 1 d . . . . .
C34 C 0.4284(4) 0.8772(2) 0.86457(14) 0.0133(8) Uani 1 1 d . . . . .
H34 H 0.4066 0.9286 0.8753 0.016 Uiso 1 1 calc R U . . .
C35 C 0.4596(4) 0.8637(2) 0.81523(13) 0.0115(8) Uani 1 1 d . . . . .
C36 C 0.4887(4) 0.7885(2) 0.79957(13) 0.0116(7) Uani 1 1 d . . . . .
H36 H 0.5118 0.7793 0.7659 0.014 Uiso 1 1 calc R U . . .
C37 C 0.4844(4) 0.7265(2) 0.83265(12) 0.0115(7) Uani 1 1 d . . . . .
C38 C 0.4554(4) 0.7401(2) 0.88262(13) 0.0135(8) Uani 1 1 d . . . . .
H38 H 0.4537 0.6979 0.9056 0.016 Uiso 1 1 calc R U . . .
C39 C 0.4559(4) 0.9309(2) 0.77850(13) 0.0113(8) Uani 1 1 d . . . . .
O5 O 0.4023(3) 0.99258(14) 0.79287(9) 0.0156(6) Uani 1 1 d . . . . .
O6 O 0.5075(3) 0.91834(14) 0.73688(8) 0.0143(5) Uani 1 1 d . . . . .
C40 C 0.5064(4) 0.6441(2) 0.81438(12) 0.0112(8) Uani 1 1 d . . . . .
O7 O 0.5387(3) 0.63493(14) 0.77007(9) 0.0153(6) Uani 1 1 d . . . . .
O8 O 0.4855(3) 0.58970(13) 0.84531(8) 0.0134(5) Uani 1 1 d . . . . .
N3 N 0.1837(4) 1.29250(19) 0.70274(13) 0.0222(8) Uani 1 1 d . . . . .
C41 C 0.1543(5) 1.2830(3) 0.65068(17) 0.0342(12) Uani 1 1 d . . . . .
H41A H 0.1517 1.2270 0.6425 0.051 Uiso 1 1 calc R U . . .
H41B H 0.2212 1.3087 0.6307 0.051 Uiso 1 1 calc R U . . .
H41C H 0.0700 1.3067 0.6435 0.051 Uiso 1 1 calc R U . . .
C42 C 0.1980(5) 1.3730(3) 0.72117(19) 0.0362(12) Uani 1 1 d . . . . .
H42A H 0.2325 1.3719 0.7550 0.054 Uiso 1 1 calc R U . . .
H42B H 0.1135 1.3990 0.7212 0.054 Uiso 1 1 calc R U . . .
H42C H 0.2576 1.4019 0.6996 0.054 Uiso 1 1 calc R U . . .
C43 C 0.2035(5) 1.2339(2) 0.73346(16) 0.0249(9) Uani 1 1 d . . . . .
H43 H 0.2301 1.2461 0.7663 0.030 Uiso 1 1 calc R U . . .
O9 O 0.1901(3) 1.16392(16) 0.72253(11) 0.0244(7) Uani 1 1 d . . . . .
N4 N 0.2421(3) 1.14708(19) 0.90238(12) 0.0154(7) Uani 1 1 d . . . . .
C44 C 0.1999(5) 1.2286(2) 0.90013(15) 0.0222(9) Uani 1 1 d . . . . .
H44A H 0.2586 1.2583 0.8786 0.033 Uiso 1 1 calc R U . . .
H44B H 0.2010 1.2511 0.9336 0.033 Uiso 1 1 calc R U . . .
H44C H 0.1119 1.2310 0.8867 0.033 Uiso 1 1 calc R U . . .
C45 C 0.2213(4) 1.1040(2) 0.94874(14) 0.0196(9) Uani 1 1 d . . . . .
H45A H 0.1285 1.1015 0.9559 0.029 Uiso 1 1 calc R U . . .
H45B H 0.2659 1.1310 0.9759 0.029 Uiso 1 1 calc R U . . .
H45C H 0.2558 1.0508 0.9454 0.029 Uiso 1 1 calc R U . . .
C46 C 0.2896(4) 1.1130(2) 0.86258(14) 0.0162(8) Uani 1 1 d . . . . .
H46 H 0.3153 1.0597 0.8650 0.019 Uiso 1 1 calc R U . . .
O10 O 0.3028(3) 1.14649(14) 0.82195(9) 0.0174(6) Uani 1 1 d . . . . .
O12 O 0.1345(3) 1.02356(17) 0.79084(11) 0.0218(7) Uani 1 1 d . . . . .
H12 H 0.133(5) 0.977(3) 0.7954(17) 0.033 Uiso 1 1 d . U . . .
C50 C 0.0135(5) 1.0588(2) 0.80315(15) 0.0247(9) Uani 1 1 d . . . . .
H50A H -0.0518 1.0439 0.7780 0.030 Uiso 1 1 calc R U . . .
H50B H 0.0227 1.1165 0.8025 0.030 Uiso 1 1 calc R U . . .
C51 C -0.0331(5) 1.0336(3) 0.85397(15) 0.0335(12) Uani 1 1 d . . . . .
H51A H -0.0412 0.9764 0.8549 0.050 Uiso 1 1 calc R U . . .
H51B H -0.1175 1.0574 0.8607 0.050 Uiso 1 1 calc R U . . .
H51C H 0.0293 1.0506 0.8792 0.050 Uiso 1 1 calc R U . . .
O11 O 0.1233(3) 0.86678(17) 0.80160(11) 0.0254(7) Uani 1 1 d . . . . .
N5 N 0.1861(4) 0.75797(19) 0.75861(13) 0.0214(7) Uani 1 1 d . . . . .
C47 C 0.1507(5) 0.7034(2) 0.79769(16) 0.0252(10) Uani 1 1 d . . . . .
H47A H 0.1465 0.7313 0.8295 0.038 Uiso 1 1 calc R U . . .
H47B H 0.2158 0.6618 0.7997 0.038 Uiso 1 1 calc R U . . .
H47C H 0.0661 0.6804 0.7902 0.038 Uiso 1 1 calc R U . . .
C48 C 0.2443(5) 0.7268(3) 0.71331(17) 0.0356(12) Uani 1 1 d . . . . .
H48A H 0.1823 0.6922 0.6966 0.053 Uiso 1 1 calc R U . . .
H48B H 0.3223 0.6970 0.7218 0.053 Uiso 1 1 calc R U . . .
H48C H 0.2673 0.7701 0.6912 0.053 Uiso 1 1 calc R U . . .
C49 C 0.1710(4) 0.8343(2) 0.76437(16) 0.0240(10) Uani 1 1 d . . . . .
H49 H 0.1987 0.8672 0.7380 0.029 Uiso 1 1 calc R U . . .


_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
Zn1 O4 1.951(3) . ?
Zn1 O6 1.963(2) . ?
Zn1 O8 1.966(2) 3_656 ?
Zn1 O1 2.007(3) 1_455 ?
Zn2 O5 2.030(3) . ?
Zn2 O7 2.067(3) 3_656 ?
Zn2 O2 2.071(3) 1_455 ?
Zn2 O9 2.088(3) . ?
Zn2 O10 2.094(3) . ?
Zn2 O12 2.145(3) . ?
N1 C1 1.396(5) . ?
N1 C12 1.401(5) . ?
N1 C13 1.431(4) . ?
C1 C2 1.391(5) . ?
C1 C6 1.410(5) . ?
C2 C3 1.393(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.401(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.441(6) . ?
C7 C8 1.402(5) . ?
C7 C12 1.416(5) . ?
C8 C9 1.375(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.402(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(6) . ?
C11 H11 0.9500 . ?
C13 C18 1.380(5) . ?
C13 C14 1.386(5) . ?
C14 C15 1.393(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(5) . ?
C15 C19 1.504(5) . ?
C16 C17 1.391(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.397(5) . ?
C17 C20 1.505(5) . ?
C18 H18 0.9500 . ?
C19 O2 1.258(4) . ?
C19 O1 1.258(5) . ?
O1 Zn1 2.007(3) 1_655 ?
O2 Zn2 2.071(3) 1_655 ?
C20 O3 1.237(4) . ?
C20 O4 1.284(4) . ?
N2 C21 1.388(5) . ?
N2 C32 1.392(5) . ?
N2 C33 1.432(5) . ?
C21 C22 1.383(6) . ?
C21 C26 1.415(5) . ?
C22 C23 1.389(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.397(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.382(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.398(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.442(6) . ?
C27 C28 1.395(6) . ?
C27 C32 1.415(5) . ?
C28 C29 1.376(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.407(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.387(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.394(6) . ?
C31 H31 0.9500 . ?
C33 C34 1.385(5) . ?
C33 C38 1.389(5) . ?
C34 C35 1.387(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(5) . ?
C35 C39 1.516(5) . ?
C36 C37 1.384(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.398(5) . ?
C37 C40 1.508(5) . ?
C38 H38 0.9500 . ?
C39 O5 1.251(4) . ?
C39 O6 1.260(4) . ?
C40 O7 1.249(4) . ?
C40 O8 1.266(4) . ?
O7 Zn2 2.067(3) 3_646 ?
O8 Zn1 1.966(2) 3_646 ?
N3 C43 1.314(5) . ?
N3 C41 1.444(5) . ?
N3 C42 1.469(5) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 O9 1.238(5) . ?
C43 H43 0.9500 . ?
N4 C46 1.315(5) . ?
N4 C44 1.459(5) . ?
N4 C45 1.465(5) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 O10 1.242(4) . ?
C46 H46 0.9500 . ?
O12 C50 1.427(5) . ?
O12 H12 0.80(5) . ?
C50 C51 1.513(6) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
O11 C49 1.247(5) . ?
N5 C49 1.322(5) . ?
N5 C47 1.452(5) . ?
N5 C48 1.461(5) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49 0.9500 . ?

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
O4 Zn1 O6 105.15(11) . . ?
O4 Zn1 O8 103.07(11) . 3_656 ?
O6 Zn1 O8 138.13(10) . 3_656 ?
O4 Zn1 O1 108.02(10) . 1_455 ?
O6 Zn1 O1 99.52(11) . 1_455 ?
O8 Zn1 O1 100.41(11) 3_656 1_455 ?
O5 Zn2 O7 95.16(11) . 3_656 ?
O5 Zn2 O2 93.41(11) . 1_455 ?
O7 Zn2 O2 97.63(10) 3_656 1_455 ?
O5 Zn2 O9 178.04(13) . . ?
O7 Zn2 O9 86.77(12) 3_656 . ?
O2 Zn2 O9 86.62(11) 1_455 . ?
O5 Zn2 O10 90.47(10) . . ?
O7 Zn2 O10 91.42(11) 3_656 . ?
O2 Zn2 O10 169.78(12) 1_455 . ?
O9 Zn2 O10 89.18(11) . . ?
O5 Zn2 O12 84.89(12) . . ?
O7 Zn2 O12 175.97(11) 3_656 . ?
O2 Zn2 O12 86.38(11) 1_455 . ?
O9 Zn2 O12 93.15(12) . . ?
O10 Zn2 O12 84.55(11) . . ?
C1 N1 C12 108.7(3) . . ?
C1 N1 C13 125.0(3) . . ?
C12 N1 C13 125.8(3) . . ?
C2 C1 N1 128.8(4) . . ?
C2 C1 C6 122.5(4) . . ?
N1 C1 C6 108.6(3) . . ?
C1 C2 C3 116.6(4) . . ?
C1 C2 H2 121.7 . . ?
C3 C2 H2 121.7 . . ?
C2 C3 C4 122.0(4) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 120.7(4) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.2(4) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C1 119.0(4) . . ?
C5 C6 C7 133.6(4) . . ?
C1 C6 C7 107.3(3) . . ?
C8 C7 C12 118.5(4) . . ?
C8 C7 C6 134.5(4) . . ?
C12 C7 C6 106.9(3) . . ?
C9 C8 C7 119.4(4) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 121.2(4) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 120.8(4) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C12 C11 C10 118.0(4) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
C11 C12 N1 129.5(4) . . ?
C11 C12 C7 122.1(4) . . ?
N1 C12 C7 108.4(3) . . ?
C18 C13 C14 121.0(3) . . ?
C18 C13 N1 118.8(4) . . ?
C14 C13 N1 120.2(4) . . ?
C13 C14 C15 119.3(4) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C14 C15 C16 119.7(4) . . ?
C14 C15 C19 119.8(4) . . ?
C16 C15 C19 120.4(3) . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 118.8(4) . . ?
C16 C17 C20 121.4(3) . . ?
C18 C17 C20 119.8(4) . . ?
C13 C18 C17 120.3(4) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
O2 C19 O1 124.4(4) . . ?
O2 C19 C15 117.5(3) . . ?
O1 C19 C15 118.0(3) . . ?
C19 O1 Zn1 109.1(2) . 1_655 ?
C19 O2 Zn2 168.6(3) . 1_655 ?
O3 C20 O4 124.8(4) . . ?
O3 C20 C17 120.0(3) . . ?
O4 C20 C17 115.2(3) . . ?
C20 O4 Zn1 110.3(2) . . ?
C21 N2 C32 108.9(3) . . ?
C21 N2 C33 124.5(3) . . ?
C32 N2 C33 125.6(3) . . ?
C22 C21 N2 128.9(4) . . ?
C22 C21 C26 122.3(4) . . ?
N2 C21 C26 108.7(4) . . ?
C21 C22 C23 117.6(4) . . ?
C21 C22 H22 121.2 . . ?
C23 C22 H22 121.2 . . ?
C22 C23 C24 121.6(5) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C25 C24 C23 120.1(4) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.1(4) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C21 118.3(4) . . ?
C25 C26 C27 134.7(4) . . ?
C21 C26 C27 106.9(4) . . ?
C28 C27 C32 118.9(4) . . ?
C28 C27 C26 134.3(4) . . ?
C32 C27 C26 106.8(4) . . ?
C29 C28 C27 119.4(4) . . ?
C29 C28 H28 120.3 . . ?
C27 C28 H28 120.3 . . ?
C28 C29 C30 121.0(4) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C31 C30 C29 121.0(5) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C32 117.5(4) . . ?
C30 C31 H31 121.3 . . ?
C32 C31 H31 121.3 . . ?
N2 C32 C31 129.2(4) . . ?
N2 C32 C27 108.7(4) . . ?
C31 C32 C27 122.1(4) . . ?
C34 C33 C38 120.4(3) . . ?
C34 C33 N2 119.2(3) . . ?
C38 C33 N2 120.4(3) . . ?
C33 C34 C35 120.1(3) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C36 C35 C34 119.8(3) . . ?
C36 C35 C39 120.6(3) . . ?
C34 C35 C39 119.6(3) . . ?
C37 C36 C35 120.4(3) . . ?
C37 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C36 C37 C38 120.0(3) . . ?
C36 C37 C40 119.9(3) . . ?
C38 C37 C40 120.1(3) . . ?
C33 C38 C37 119.3(3) . . ?
C33 C38 H38 120.4 . . ?
C37 C38 H38 120.4 . . ?
O5 C39 O6 127.3(3) . . ?
O5 C39 C35 116.5(3) . . ?
O6 C39 C35 116.2(3) . . ?
C39 O5 Zn2 133.4(2) . . ?
C39 O6 Zn1 133.7(2) . . ?
O7 C40 O8 125.7(3) . . ?
O7 C40 C37 117.9(3) . . ?
O8 C40 C37 116.3(3) . . ?
C40 O7 Zn2 128.2(2) . 3_646 ?
C40 O8 Zn1 121.5(2) . 3_646 ?
C43 N3 C41 124.0(4) . . ?
C43 N3 C42 118.9(4) . . ?
C41 N3 C42 117.1(4) . . ?
N3 C41 H41A 109.5 . . ?
N3 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
N3 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N3 C42 H42A 109.5 . . ?
N3 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N3 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O9 C43 N3 124.5(4) . . ?
O9 C43 H43 117.7 . . ?
N3 C43 H43 117.7 . . ?
C43 O9 Zn2 120.7(3) . . ?
C46 N4 C44 120.0(3) . . ?
C46 N4 C45 121.9(3) . . ?
C44 N4 C45 118.0(3) . . ?
N4 C44 H44A 109.5 . . ?
N4 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
N4 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N4 C45 H45A 109.5 . . ?
N4 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
N4 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
O10 C46 N4 123.8(4) . . ?
O10 C46 H46 118.1 . . ?
N4 C46 H46 118.1 . . ?
C46 O10 Zn2 118.1(2) . . ?
C50 O12 Zn2 128.1(2) . . ?
C50 O12 H12 111(4) . . ?
Zn2 O12 H12 120(4) . . ?
O12 C50 C51 111.7(4) . . ?
O12 C50 H50A 109.3 . . ?
C51 C50 H50A 109.3 . . ?
O12 C50 H50B 109.3 . . ?
C51 C50 H50B 109.3 . . ?
H50A C50 H50B 107.9 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C49 N5 C47 121.2(4) . . ?
C49 N5 C48 120.4(4) . . ?
C47 N5 C48 118.4(4) . . ?
N5 C47 H47A 109.5 . . ?
N5 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
N5 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
N5 C48 H48A 109.5 . . ?
N5 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
N5 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O11 C49 N5 125.4(4) . . ?
O11 C49 H49 117.3 . . ?
N5 C49 H49 117.3 . . ?

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
C42 H42B O11 0.98 2.58 3.380(6) 138.5 3_556
C43 H43 O10 0.95 2.39 2.994(5) 121.3 .
C45 H45B N1 0.98 2.62 3.457(5) 143.4 4_675
C46 H46 O5 0.95 2.43 3.018(4) 120.0 .
O12 H12 O11 0.80(5) 1.89(5) 2.694(4) 176(5) .
C47 H47B O3 0.98 2.55 3.342(5) 138.1 3_646

_refine_diff_density_max         0.419
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.060



# start Validation Reply Form
_vrf_PLAT987_2072a               
;
PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check
RESPONSE: Please see "_refine_special_details"
;
# end Validation Reply Form


_exptl_crystal_recrystallization_method 'Solvothermal Reaction'
_exptl_crystal_preparation       Luminescent
