# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_MoO2(acac)(PhNC-PhO)
_database_code_depnum_ccdc_archive 'CCDC 1026989'
_audit_update_record             
;
2015-04-08 deposited with the CCDC.
2015-08-04 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_formula_moiety         'C18 H17 Mo N O5'
_chemical_formula_sum            'C18 H17 Mo N O5'
_chemical_formula_weight         423.27

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'
Mo Mo -1.6832 0.6857 ' 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'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   7.0807(1)
_cell_length_b                   9.4110(1)
_cell_length_c                   14.0768(2)
_cell_angle_alpha                93.622(1)
_cell_angle_beta                 99.297(1)
_cell_angle_gamma                111.590(1)
_cell_volume                     853.04(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    123
_cell_measurement_reflns_used    9994
_cell_measurement_theta_min      2.3484
_cell_measurement_theta_max      25.4389

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.250
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             428
_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'
_exptl_absorpt_correction_T_min  0.791
_exptl_absorpt_correction_T_max  0.829

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             A. Poethig
scanspeed                           3 s per frame
dx                                  35
2650 frames measured in 8 data sets
phi-scan with delta_phi         = 0.5
omega-scans with delta_omega    = 0.5
;
_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed-tube'
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            24703
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0155
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.48
_diffrn_reflns_theta_max         25.44
_diffrn_reflns_theta_full        25.44
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             3145
# number of observed reflections (> n sig(I))
_reflns_number_gt                3020
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX II Control Software (Bruker, 2008a)'
_computing_cell_refinement       'SAINT (Bruker, 2008b)'
_computing_data_reduction        'SAINT (Bruker, 2008b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0143P)²+0.6632P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         3145
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0176
_refine_ls_R_factor_gt           0.0166
_refine_ls_wR_factor_ref         0.0426
_refine_ls_wR_factor_gt          0.0421
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.050

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags

_atom_site_disorder_assembly
_atom_site_disorder_group

Mo1 Mo Uani 0.43114(2) 0.46108(2) 0.23555(1) 1.000 0.0156(1) d . . .
O1 O Uani 0.42589(18) 0.30703(14) 0.16334(9) 1.000 0.0218(4) d . . .
O2 O Uani 0.39980(18) 0.59044(13) 0.13911(9) 1.000 0.0205(4) d . . .
O3 O Uani 0.36088(17) 0.34029(13) 0.34705(8) 1.000 0.0185(3) d . . .
O4 O Uani 0.34587(17) 0.62049(13) 0.32169(9) 1.000 0.0184(4) d . . .
O5 O Uani 0.68780(18) 0.55869(14) 0.28673(9) 1.000 0.0223(4) d . . .
N1 N Uani 0.0662(2) 0.36572(15) 0.19535(10) 1.000 0.0154(4) d . . .
C1 C Uani -0.0567(2) 0.22419(18) 0.22725(12) 1.000 0.0165(5) d . . .
C2 C Uani -0.0127(3) 0.09300(19) 0.21208(13) 1.000 0.0208(5) d . . .
C3 C Uani -0.1331(3) -0.0428(2) 0.24277(13) 1.000 0.0253(6) d . . .
C4 C Uani -0.2952(3) -0.0481(2) 0.28782(13) 1.000 0.0266(6) d . . .
C5 C Uani -0.3358(3) 0.0831(2) 0.30400(13) 1.000 0.0247(5) d . . .
C6 C Uani -0.2151(3) 0.22027(19) 0.27506(13) 1.000 0.0196(5) d . . .
C7 C Uani -0.0356(3) 0.44005(18) 0.15183(12) 1.000 0.0163(5) d . . .
C8 C Uani 0.0532(3) 0.58545(18) 0.11491(12) 1.000 0.0166(5) d . . .
C9 C Uani -0.0818(3) 0.6553(2) 0.07679(12) 1.000 0.0206(5) d . . .
C10 C Uani -0.0102(3) 0.7911(2) 0.03775(13) 1.000 0.0257(6) d . . .
C11 C Uani 0.1987(3) 0.8599(2) 0.03520(14) 1.000 0.0274(6) d . . .
C12 C Uani 0.3347(3) 0.7926(2) 0.07021(13) 1.000 0.0247(6) d . . .
C13 C Uani 0.2634(3) 0.65517(19) 0.10976(12) 1.000 0.0180(5) d . . .
C14 C Uani 0.2352(3) 0.2212(2) 0.47783(14) 1.000 0.0237(5) d . . .
C15 C Uani 0.2819(2) 0.35627(19) 0.42218(12) 1.000 0.0181(5) d . . .
C16 C Uani 0.2363(3) 0.48155(19) 0.44917(13) 1.000 0.0195(5) d . . .
C17 C Uani 0.2686(2) 0.60836(19) 0.39727(13) 1.000 0.0183(5) d . . .
C18 C Uani 0.2072(3) 0.7378(2) 0.42866(14) 1.000 0.0259(6) d . . .
H2 H Uiso 0.09820 0.09620 0.18110 1.000 0.0250 c R . .
H3 H Uiso -0.10390 -0.13270 0.23270 1.000 0.0300 c R . .
H4 H Uiso -0.37820 -0.14190 0.30750 1.000 0.0320 c R . .
H5 H Uiso -0.44670 0.07950 0.33500 1.000 0.0300 c R . .
H6 H Uiso -0.24080 0.31110 0.28790 1.000 0.0240 c R . .
H7 H Uiso -0.18230 0.39530 0.14320 1.000 0.0190 c R . .
H9 H Uiso -0.22520 0.60780 0.07800 1.000 0.0250 c R . .
H10 H Uiso -0.10320 0.83740 0.01270 1.000 0.0310 c R . .
H11 H Uiso 0.24870 0.95430 0.00910 1.000 0.0330 c R . .
H12 H Uiso 0.47720 0.84010 0.06730 1.000 0.0300 c R . .
H14A H Uiso 0.10100 0.14110 0.44650 1.000 0.0360 c R . .
H14B H Uiso 0.23010 0.25410 0.54450 1.000 0.0360 c R . .
H14C H Uiso 0.34380 0.17980 0.47890 1.000 0.0360 c R . .
H16 H Uiso 0.18000 0.48210 0.50600 1.000 0.0240 c R . .
H18A H Uiso 0.31240 0.83630 0.42050 1.000 0.0390 c R . .
H18B H Uiso 0.19580 0.73730 0.49710 1.000 0.0390 c R . .
H18C H Uiso 0.07320 0.72430 0.38890 1.000 0.0390 c R . .


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 O1 1.7025(13) . . yes
Mo1 O2 1.9196(12) . . yes
Mo1 O3 2.0161(11) . . yes
Mo1 O4 2.1814(12) . . yes
Mo1 O5 1.7118(13) . . yes
Mo1 N1 2.3579(15) . . yes
O2 C13 1.346(2) . . yes
O3 C15 1.299(2) . . yes
O4 C17 1.266(2) . . yes
N1 C1 1.443(2) . . yes
N1 C7 1.291(2) . . yes
C1 C2 1.392(2) . . no
C1 C6 1.389(3) . . no
C2 C3 1.391(3) . . no
C3 C4 1.385(3) . . no
C4 C5 1.381(3) . . no
C5 C6 1.389(3) . . no
C7 C8 1.449(2) . . no
C8 C9 1.405(3) . . no
C8 C13 1.405(3) . . no
C9 C10 1.376(2) . . no
C10 C11 1.387(3) . . no
C11 C12 1.381(3) . . no
C12 C13 1.392(2) . . no
C14 C15 1.496(2) . . no
C15 C16 1.379(3) . . no
C16 C17 1.405(2) . . no
C17 C18 1.501(3) . . no
C2 H2 0.9500 . . no
C3 H3 0.9500 . . no
C4 H4 0.9500 . . no
C5 H5 0.9500 . . no
C6 H6 0.9500 . . no
C7 H7 0.9500 . . no
C9 H9 0.9500 . . no
C10 H10 0.9500 . . no
C11 H11 0.9500 . . no
C12 H12 0.9500 . . no
C14 H14A 0.9800 . . no
C14 H14B 0.9800 . . no
C14 H14C 0.9800 . . no
C16 H16 0.9500 . . no
C18 H18A 0.9800 . . no
C18 H18B 0.9800 . . no
C18 H18C 0.9800 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mo1 O2 100.03(6) . . . yes
O1 Mo1 O3 93.53(5) . . . yes
O1 Mo1 O4 164.06(6) . . . yes
O1 Mo1 O5 104.34(6) . . . yes
O1 Mo1 N1 89.37(6) . . . yes
O2 Mo1 O3 156.36(6) . . . yes
O2 Mo1 O4 81.02(5) . . . yes
O2 Mo1 O5 99.71(6) . . . yes
O2 Mo1 N1 80.94(5) . . . yes
O3 Mo1 O4 80.72(5) . . . yes
O3 Mo1 O5 95.51(5) . . . yes
O3 Mo1 N1 79.94(5) . . . yes
O4 Mo1 O5 91.06(5) . . . yes
O4 Mo1 N1 75.04(5) . . . yes
O5 Mo1 N1 165.86(6) . . . yes
Mo1 O2 C13 135.96(12) . . . yes
Mo1 O3 C15 134.91(11) . . . yes
Mo1 O4 C17 131.92(11) . . . yes
Mo1 N1 C1 120.41(10) . . . yes
Mo1 N1 C7 123.44(12) . . . yes
C1 N1 C7 115.91(15) . . . yes
N1 C1 C2 119.83(15) . . . yes
N1 C1 C6 119.92(14) . . . yes
C2 C1 C6 120.23(16) . . . no
C1 C2 C3 119.20(19) . . . no
C2 C3 C4 120.61(18) . . . no
C3 C4 C5 119.85(17) . . . no
C4 C5 C6 120.3(2) . . . no
C1 C6 C5 119.79(17) . . . no
N1 C7 C8 126.05(19) . . . yes
C7 C8 C9 117.77(19) . . . no
C7 C8 C13 123.73(18) . . . no
C9 C8 C13 118.39(16) . . . no
C8 C9 C10 121.2(2) . . . no
C9 C10 C11 119.51(19) . . . no
C10 C11 C12 120.72(17) . . . no
C11 C12 C13 120.1(2) . . . no
O2 C13 C8 121.96(15) . . . yes
O2 C13 C12 117.97(19) . . . yes
C8 C13 C12 120.03(19) . . . no
O3 C15 C14 113.78(15) . . . yes
O3 C15 C16 125.00(16) . . . yes
C14 C15 C16 121.19(16) . . . no
C15 C16 C17 123.59(17) . . . no
O4 C17 C16 123.38(16) . . . yes
O4 C17 C18 115.95(15) . . . yes
C16 C17 C18 120.66(16) . . . no
C1 C2 H2 120.00 . . . no
C3 C2 H2 120.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C3 C4 H4 120.00 . . . no
C5 C4 H4 120.00 . . . no
C4 C5 H5 120.00 . . . no
C6 C5 H5 120.00 . . . no
C1 C6 H6 120.00 . . . no
C5 C6 H6 120.00 . . . no
N1 C7 H7 117.00 . . . no
C8 C7 H7 117.00 . . . no
C8 C9 H9 119.00 . . . no
C10 C9 H9 119.00 . . . no
C9 C10 H10 120.00 . . . no
C11 C10 H10 120.00 . . . no
C10 C11 H11 120.00 . . . no
C12 C11 H11 120.00 . . . no
C11 C12 H12 120.00 . . . no
C13 C12 H12 120.00 . . . no
C15 C14 H14A 109.00 . . . no
C15 C14 H14B 109.00 . . . no
C15 C14 H14C 109.00 . . . no
H14A C14 H14B 109.00 . . . no
H14A C14 H14C 109.00 . . . no
H14B C14 H14C 110.00 . . . no
C15 C16 H16 118.00 . . . no
C17 C16 H16 118.00 . . . no
C17 C18 H18A 109.00 . . . no
C17 C18 H18B 109.00 . . . no
C17 C18 H18C 109.00 . . . no
H18A C18 H18B 109.00 . . . no
H18A C18 H18C 109.00 . . . no
H18B C18 H18C 109.00 . . . no

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
O1 Mo1 O2 C13 120.98(16) . . . . no
O3 Mo1 O2 C13 -3.1(2) . . . . no
O4 Mo1 O2 C13 -42.89(15) . . . . no
O5 Mo1 O2 C13 -132.43(15) . . . . no
N1 Mo1 O2 C13 33.25(15) . . . . no
O1 Mo1 O3 C15 -158.22(15) . . . . no
O2 Mo1 O3 C15 -33.0(2) . . . . no
O4 Mo1 O3 C15 6.81(15) . . . . no
O5 Mo1 O3 C15 96.99(16) . . . . no
N1 Mo1 O3 C15 -69.50(15) . . . . no
O2 Mo1 O4 C17 157.80(16) . . . . no
O3 Mo1 O4 C17 -7.13(15) . . . . no
O5 Mo1 O4 C17 -102.54(15) . . . . no
N1 Mo1 O4 C17 74.85(15) . . . . no
O1 Mo1 N1 C1 67.05(12) . . . . no
O1 Mo1 N1 C7 -118.89(14) . . . . no
O2 Mo1 N1 C1 167.31(12) . . . . no
O2 Mo1 N1 C7 -18.63(13) . . . . no
O3 Mo1 N1 C1 -26.65(11) . . . . no
O3 Mo1 N1 C7 147.41(14) . . . . no
O4 Mo1 N1 C1 -109.64(12) . . . . no
O4 Mo1 N1 C7 64.42(13) . . . . no
Mo1 O2 C13 C8 -30.9(2) . . . . no
Mo1 O2 C13 C12 151.42(13) . . . . no
Mo1 O3 C15 C14 172.47(12) . . . . no
Mo1 O3 C15 C16 -5.5(3) . . . . no
Mo1 O4 C17 C16 6.0(3) . . . . no
Mo1 O4 C17 C18 -172.71(12) . . . . no
Mo1 N1 C1 C2 -49.64(19) . . . . no
Mo1 N1 C1 C6 128.79(14) . . . . no
C7 N1 C1 C2 135.88(17) . . . . no
C7 N1 C1 C6 -45.7(2) . . . . no
Mo1 N1 C7 C8 4.6(2) . . . . no
C1 N1 C7 C8 178.90(16) . . . . no
N1 C1 C2 C3 -179.68(16) . . . . no
C6 C1 C2 C3 1.9(3) . . . . no
N1 C1 C6 C5 178.74(16) . . . . no
C2 C1 C6 C5 -2.8(3) . . . . no
C1 C2 C3 C4 0.1(3) . . . . no
C2 C3 C4 C5 -1.1(3) . . . . no
C3 C4 C5 C6 0.2(3) . . . . no
C4 C5 C6 C1 1.8(3) . . . . no
N1 C7 C8 C9 -174.79(17) . . . . no
N1 C7 C8 C13 9.2(3) . . . . no
C7 C8 C9 C10 -178.06(16) . . . . no
C13 C8 C9 C10 -1.9(3) . . . . no
C7 C8 C13 O2 0.2(3) . . . . no
C7 C8 C13 C12 177.84(16) . . . . no
C9 C8 C13 O2 -175.81(15) . . . . no
C9 C8 C13 C12 1.9(2) . . . . no
C8 C9 C10 C11 0.5(3) . . . . no
C9 C10 C11 C12 0.8(3) . . . . no
C10 C11 C12 C13 -0.8(3) . . . . no
C11 C12 C13 O2 177.19(16) . . . . no
C11 C12 C13 C8 -0.6(3) . . . . no
O3 C15 C16 C17 0.6(3) . . . . no
C14 C15 C16 C17 -177.20(18) . . . . no
C15 C16 C17 O4 -1.2(3) . . . . no
C15 C16 C17 C18 177.48(18) . . . . no

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
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C2 H2 O1 0.9500 2.5000 3.230(2) 134.00 . yes
C4 H4 O4 0.9500 2.4100 3.341(2) 165.00 1_445 yes
C6 H6 O5 0.9500 2.5600 3.496(2) 169.00 1_455 yes



#===END

####################################################################### 
# 
# 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_UiO-67-NH2
_database_code_depnum_ccdc_archive 'CCDC 1026990'
_audit_update_record             
;
2015-04-08 deposited with the CCDC.
2015-08-04 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_formula_moiety         'C168 O64 Zr12, 12(N)'
_chemical_formula_sum            'C42 H24 N3 O16 Zr3'
_chemical_formula_weight         1100.32

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'
Zr Zr -2.9673 0.5597 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           cubic
_symmetry_space_group_name_Hall  '-F 4 2 3'
_symmetry_space_group_name_H-M   'F m -3 m'
_symmetry_Int_Tables_number      225

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -y,x,z
3 -x,-y,z
4 y,-x,z
5 x,-y,-z
6 y,x,-z
7 -x,y,-z
8 -y,-x,-z
9 z,x,y
10 -x,z,y
11 -z,-x,y
12 x,-z,y
13 z,-x,-y
14 x,z,-y
15 -z,x,-y
16 -x,-z,-y
17 y,z,x
18 -z,-y,-x
19 -z,y,x
20 z,y,-x
21 z,-y,x
22 y,-z,-x
23 -y,-z,x
24 -y,z,-x
25 -x,-y,-z
26 y,-x,-z
27 x,y,-z
28 -y,x,-z
29 -x,y,z
30 -y,-x,z
31 x,-y,z
32 y,x,z
33 -z,-x,-y
34 x,-z,-y
35 z,x,-y
36 -x,z,-y
37 -z,x,y
38 -x,-z,y
39 z,-x,y
40 x,z,y
41 -y,-z,-x
42 z,y,x
43 z,-y,-x
44 -z,-y,x
45 -z,y,-x
46 -y,z,x
47 y,z,-x
48 y,-z,x
49 x,1/2+y,1/2+z
50 -y,1/2+x,1/2+z
51 -x,1/2-y,1/2+z
52 y,1/2-x,1/2+z
53 x,1/2-y,1/2-z
54 y,1/2+x,1/2-z
55 -x,1/2+y,1/2-z
56 -y,1/2-x,1/2-z
57 z,1/2+x,1/2+y
58 -x,1/2+z,1/2+y
59 -z,1/2-x,1/2+y
60 x,1/2-z,1/2+y
61 z,1/2-x,1/2-y
62 x,1/2+z,1/2-y
63 -z,1/2+x,1/2-y
64 -x,1/2-z,1/2-y
65 y,1/2+z,1/2+x
66 -z,1/2-y,1/2-x
67 -z,1/2+y,1/2+x
68 z,1/2+y,1/2-x
69 z,1/2-y,1/2+x
70 y,1/2-z,1/2-x
71 -y,1/2-z,1/2+x
72 -y,1/2+z,1/2-x
73 -x,1/2-y,1/2-z
74 y,1/2-x,1/2-z
75 x,1/2+y,1/2-z
76 -y,1/2+x,1/2-z
77 -x,1/2+y,1/2+z
78 -y,1/2-x,1/2+z
79 x,1/2-y,1/2+z
80 y,1/2+x,1/2+z
81 -z,1/2-x,1/2-y
82 x,1/2-z,1/2-y
83 z,1/2+x,1/2-y
84 -x,1/2+z,1/2-y
85 -z,1/2+x,1/2+y
86 -x,1/2-z,1/2+y
87 z,1/2-x,1/2+y
88 x,1/2+z,1/2+y
89 -y,1/2-z,1/2-x
90 z,1/2+y,1/2+x
91 z,1/2-y,1/2-x
92 -z,1/2-y,1/2+x
93 -z,1/2+y,1/2-x
94 -y,1/2+z,1/2+x
95 y,1/2+z,1/2-x
96 y,1/2-z,1/2+x
97 1/2+x,y,1/2+z
98 1/2-y,x,1/2+z
99 1/2-x,-y,1/2+z
100 1/2+y,-x,1/2+z
101 1/2+x,-y,1/2-z
102 1/2+y,x,1/2-z
103 1/2-x,y,1/2-z
104 1/2-y,-x,1/2-z
105 1/2+z,x,1/2+y
106 1/2-x,z,1/2+y
107 1/2-z,-x,1/2+y
108 1/2+x,-z,1/2+y
109 1/2+z,-x,1/2-y
110 1/2+x,z,1/2-y
111 1/2-z,x,1/2-y
112 1/2-x,-z,1/2-y
113 1/2+y,z,1/2+x
114 1/2-z,-y,1/2-x
115 1/2-z,y,1/2+x
116 1/2+z,y,1/2-x
117 1/2+z,-y,1/2+x
118 1/2+y,-z,1/2-x
119 1/2-y,-z,1/2+x
120 1/2-y,z,1/2-x
121 1/2-x,-y,1/2-z
122 1/2+y,-x,1/2-z
123 1/2+x,y,1/2-z
124 1/2-y,x,1/2-z
125 1/2-x,y,1/2+z
126 1/2-y,-x,1/2+z
127 1/2+x,-y,1/2+z
128 1/2+y,x,1/2+z
129 1/2-z,-x,1/2-y
130 1/2+x,-z,1/2-y
131 1/2+z,x,1/2-y
132 1/2-x,z,1/2-y
133 1/2-z,x,1/2+y
134 1/2-x,-z,1/2+y
135 1/2+z,-x,1/2+y
136 1/2+x,z,1/2+y
137 1/2-y,-z,1/2-x
138 1/2+z,y,1/2+x
139 1/2+z,-y,1/2-x
140 1/2-z,-y,1/2+x
141 1/2-z,y,1/2-x
142 1/2-y,z,1/2+x
143 1/2+y,z,1/2-x
144 1/2+y,-z,1/2+x
145 1/2+x,1/2+y,z
146 1/2-y,1/2+x,z
147 1/2-x,1/2-y,z
148 1/2+y,1/2-x,z
149 1/2+x,1/2-y,-z
150 1/2+y,1/2+x,-z
151 1/2-x,1/2+y,-z
152 1/2-y,1/2-x,-z
153 1/2+z,1/2+x,y
154 1/2-x,1/2+z,y
155 1/2-z,1/2-x,y
156 1/2+x,1/2-z,y
157 1/2+z,1/2-x,-y
158 1/2+x,1/2+z,-y
159 1/2-z,1/2+x,-y
160 1/2-x,1/2-z,-y
161 1/2+y,1/2+z,x
162 1/2-z,1/2-y,-x
163 1/2-z,1/2+y,x
164 1/2+z,1/2+y,-x
165 1/2+z,1/2-y,x
166 1/2+y,1/2-z,-x
167 1/2-y,1/2-z,x
168 1/2-y,1/2+z,-x
169 1/2-x,1/2-y,-z
170 1/2+y,1/2-x,-z
171 1/2+x,1/2+y,-z
172 1/2-y,1/2+x,-z
173 1/2-x,1/2+y,z
174 1/2-y,1/2-x,z
175 1/2+x,1/2-y,z
176 1/2+y,1/2+x,z
177 1/2-z,1/2-x,-y
178 1/2+x,1/2-z,-y
179 1/2+z,1/2+x,-y
180 1/2-x,1/2+z,-y
181 1/2-z,1/2+x,y
182 1/2-x,1/2-z,y
183 1/2+z,1/2-x,y
184 1/2+x,1/2+z,y
185 1/2-y,1/2-z,-x
186 1/2+z,1/2+y,x
187 1/2+z,1/2-y,-x
188 1/2-z,1/2-y,x
189 1/2-z,1/2+y,-x
190 1/2-y,1/2+z,x
191 1/2+y,1/2+z,-x
192 1/2+y,1/2-z,x

_cell_length_a                   26.7882(6)
_cell_length_b                   26.7882(6)
_cell_length_c                   26.7882(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     19223.4(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9362
_cell_measurement_theta_min      2.5217
_cell_measurement_theta_max      25.3676
_cell_special_details            
;
;

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow

_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.250
_exptl_crystal_density_diffrn    0.760
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             4360
_exptl_absorpt_coefficient_mu    0.353

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'
_exptl_absorpt_correction_T_min  0.6746
_exptl_absorpt_correction_T_max  0.7452

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             A. Poethig
scanspeed                           5 s per frame
dx                                  60 mm
7282 frames measured in 15 data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
;
_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode FR591'
_diffrn_radiation_monochromator  'MONTEL optic'

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            160563
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0054
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         25.38
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             951
# number of observed reflections (> n sig(I))
_reflns_number_gt                914
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX II Control Software (Bruker, 2008a)'
_computing_cell_refinement       'SAINT (Bruker, 2008b)'
_computing_data_reduction        'SAINT (Bruker, 2008b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  
'SHELXL2014 (Sheldrick, 2014), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'


#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'W=1/[Σ²(FO²)+(0.0748P)²+135.5197P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         951
_refine_ls_number_parameters     52
_refine_ls_number_restraints     26
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0481
_refine_ls_wR_factor_ref         0.1396
_refine_ls_wR_factor_gt          0.1378
_refine_ls_goodness_of_fit_ref   1.237
_refine_ls_restrained_S_all      1.222
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.004
_refine_diff_density_max         0.919
_refine_diff_density_min         -0.885
_refine_diff_density_rms         0.110

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr Uani 0.00000 0.00000 0.09217(2) 1.000 0.0117(2) d STP . .
O1 O Uani 0.00000 -0.07210(12) 0.13303(11) 1.000 0.0371(10) d STP . .
O2 O Uani -0.04574(17) -0.04574(17) 0.04574(17) 1.000 0.0540(12) d STP . .
C1 C Uani 0.00000 -0.11735(16) 0.11735(16) 1.000 0.0403(16) d STP . .
C2 C Uani 0.00000 -0.1568(2) 0.1568(2) 1.000 0.097(2) d STU . .
C3 C Uani 0.0173(5) -0.1451(3) 0.2050(3) 0.500 0.098(2) d UP . .
C4 C Uani 0.0189(5) -0.1816(3) 0.2427(3) 0.500 0.099(2) d UP . .
C5 C Uani 0.00000 -0.23023(19) 0.23023(19) 1.000 0.099(2) d STU . .
N1 N Uani 0.046(3) -0.1682(16) 0.2865(17) 0.125 0.174(19) d UP . .
H3 H Uiso 0.03040 -0.10930 0.21310 1.000 0.1170 d RU . .


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zr1 O1 2.220(3) . . yes
Zr1 O2 2.133(5) . . yes
Zr1 O1 2.220(3) . 2_555 yes
Zr1 O2 2.133(5) . 2_555 yes
Zr1 O1 2.220(3) . 3_555 yes
Zr1 O2 2.133(5) . 3_555 yes
Zr1 O1 2.220(3) . 4_555 yes
Zr1 O2 2.133(5) . 4_555 yes
O1 C1 1.283(5) . . yes
C1 C2 1.495(7) . . no
C2 C3 1.407(10) . . no
C2 C3 1.407(10) . 16_555 no
C2 C3 1.407(10) . 29_555 no
C2 C3 1.407(10) . 34_555 no
C3 C4 1.406(11) . . no
C4 C5 1.437(10) . . no
C3 H3 1.0400 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zr1 O2 77.74(14) . . . yes
O1 Zr1 O1 75.93(5) . . 2_555 yes
O1 Zr1 O2 77.74(14) . . 2_555 yes
O1 Zr1 O1 120.92(11) . . 3_555 yes
O1 Zr1 O2 141.93(13) . . 3_555 yes
O1 Zr1 O1 75.93(5) . . 4_555 yes
O1 Zr1 O2 141.93(13) . . 4_555 yes
O1 Zr1 O2 141.93(13) 2_555 . . yes
O2 Zr1 O2 70.12(17) . . 2_555 yes
O1 Zr1 O2 141.93(13) 3_555 . . yes
O2 Zr1 O2 108.66(17) . . 3_555 yes
O1 Zr1 O2 77.74(14) 4_555 . . yes
O2 Zr1 O2 70.12(17) . . 4_555 yes
O1 Zr1 O2 77.74(14) 2_555 . 2_555 yes
O1 Zr1 O1 75.93(5) 2_555 . 3_555 yes
O1 Zr1 O2 77.74(14) 2_555 . 3_555 yes
O1 Zr1 O1 120.92(11) 2_555 . 4_555 yes
O1 Zr1 O2 141.93(13) 2_555 . 4_555 yes
O1 Zr1 O2 141.93(13) 3_555 . 2_555 yes
O2 Zr1 O2 70.12(17) 2_555 . 3_555 yes
O1 Zr1 O2 141.93(13) 4_555 . 2_555 yes
O2 Zr1 O2 108.66(17) 2_555 . 4_555 yes
O1 Zr1 O2 77.74(14) 3_555 . 3_555 yes
O1 Zr1 O1 75.93(5) 3_555 . 4_555 yes
O1 Zr1 O2 77.74(14) 3_555 . 4_555 yes
O1 Zr1 O2 141.93(13) 4_555 . 3_555 yes
O2 Zr1 O2 70.12(17) 3_555 . 4_555 yes
O1 Zr1 O2 77.74(14) 4_555 . 4_555 yes
Zr1 O1 C1 131.4(3) . . . yes
Zr1 O2 Zr1 109.9(2) . . 11_555 yes
Zr1 O2 Zr1 109.9(2) . . 12_555 yes
Zr1 O2 Zr1 109.9(2) 11_555 . 12_555 yes
O1 C1 C2 115.9(4) . . . yes
O1 C1 O1 128.2(4) . . 16_555 yes
O1 C1 C2 115.9(4) 16_555 . . yes
C1 C2 C3 119.4(5) . . . no
C1 C2 C3 119.4(5) . . 16_555 no
C1 C2 C3 119.4(5) . . 29_555 no
C1 C2 C3 119.4(5) . . 34_555 no
C3 C2 C3 121.1(6) . . 16_555 no
C3 C2 C3 38.5(8) . . 29_555 no
C3 C2 C3 107.5(6) . . 34_555 no
C3 C2 C3 107.5(6) 16_555 . 29_555 no
C3 C2 C3 38.5(8) 16_555 . 34_555 no
C3 C2 C3 121.1(6) 29_555 . 34_555 no
C2 C3 C4 120.9(7) . . . no
C3 C4 C5 116.9(7) . . . no
C4 C5 C4 123.1(6) . . 16_555 no
C4 C5 C4 41.3(7) . . 29_555 no
C4 C5 C4 107.3(6) . . 34_555 no
C4 C5 C4 107.3(6) 16_555 . 29_555 no
C4 C5 C4 41.3(7) 16_555 . 34_555 no
C4 C5 C4 123.1(6) 29_555 . 34_555 no
C2 C3 H3 120.00 . . . no
C4 C3 H3 119.00 . . . no

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
O2 Zr1 O1 C1 36.00(13) . . . . no
Zr1 O1 C1 C2 -180.00(1) . . . . no
O1 C1 C2 C3 -22.2(6) . . . . no
C1 C2 C3 C4 -178.5(9) . . . . no
C3 C2 C3 C4 1.5(15) 16_555 . . . no
C3 C2 C3 C4 80.1(13) 29_555 . . . no
C3 C2 C3 C4 -38.3(13) 34_555 . . . no
C2 C3 C4 C5 -2.8(16) . . . . no
C3 C4 C5 C4 1.4(14) . . . 16_555 no
C3 C4 C5 C4 -76.8(11) . . . 29_555 no
C3 C4 C5 C4 43.9(12) . . . 34_555 no

_shelxl_version_number           2014-1


#===END

