# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_GlyTyr_RT
_database_code_depnum_ccdc_archive 'CCDC 1588160'
_audit_update_record             
;
2017-11-29 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_audit_creation_date             2017-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N4 O8 Zn'
_chemical_formula_sum            'C22 H26 N4 O8 Zn'
_chemical_formula_weight         539.84
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_diffrn_ambient_pressure         0.000(1)

_cell_length_a                   7.4908(2)
_cell_length_b                   5.4877(2)
_cell_length_c                   26.5634(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.740(3)
_cell_angle_gamma                90
_cell_volume                     1082.00(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2930
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      75.6050
_cell_measurement_theta_min      6.4140
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.109
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.849
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 -1 2 0.0317
-4 2 0 0.0312
3 3 -2 0.0396
4 -2 0 0.0380
-3 -2 0 0.0348
0 0 17 0.0131
3 2 3 0.0358
0 0 -17 0.0082
1 0 5 0.0264
-1 3 -1 0.0360

_exptl_crystal_size_max          0.082
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.021
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.4912 -1.3607 1.6848 0.0856 0.3610 0.9286
-3.5221 2.4304 -0.0078 0.2325 0.9716 0.0434
3.0777 2.7556 -1.8473 0.0275 0.1115 -0.9934
3.7688 -2.2238 -0.1349 -0.2310 -0.9655 -0.1202
-3.4231 -2.4926 -0.4174 -0.1282 0.0319 0.9912
-0.2616 0.3059 17.1264 0.9725 -0.2328 -0.0094
3.2889 2.4630 2.7579 0.2581 -0.0629 -0.9641
0.2616 -0.3059 -17.1264 -0.9725 0.2328 0.0094
0.9957 -0.0009 4.9984 0.2573 -0.2405 -0.1430
-0.9967 2.9971 -1.0130 0.1676 0.7321 -0.4400

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            4430
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.408
_diffrn_reflns_theta_min         3.358
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5953
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -98.00 -64.00   1.00    5.00    --  -41.61 -77.00-150.00   34
  2  ω    -97.00 -72.00   1.00    5.00    --  -41.61-133.00 126.00   25
  3  ω     53.00  99.00   1.00    5.00    --   41.61  38.00 -60.00   46
  4  ω      8.00  43.00   1.00    5.00    --   41.61 -99.00 -60.00   35
  5  ω     19.00  50.00   1.00    5.00    --   41.61  38.00 -60.00   31
  6  ω    -29.00  61.00   1.00    5.00    --   41.61 -61.00   1.00   90
  7  ω     18.00 112.00   1.00    5.00    --   41.61  61.00 139.00   94
  8  ω     99.00 167.00   1.00   30.00    --  112.00  30.00 -60.00   68
  9  ω     41.00  81.00   1.00   30.00    --  112.00 -30.00-180.00   40
 10  ω     40.00 116.00   1.00   30.00    --  112.00 -61.00   1.00   76
 11  ω    124.00 155.00   1.00   30.00    --  112.00 -15.00-120.00   31
 12  ω     84.00 115.00   1.00   30.00    --  112.00  61.00-120.00   31
 13  ω    128.00 175.00   1.00   30.00    --  112.00  61.00-120.00   47
 14  ω     39.00  89.00   1.00   30.00    --  112.00 -30.00 -30.00   50
 15  ω    108.00 177.00   1.00   30.00    --  112.00  45.00  60.00   69
 16  ω     86.00 118.00   1.00   30.00    --  112.00  45.00 -90.00   32
 17  ω     93.00 165.00   1.00   30.00    --  112.00  30.00  30.00   72
 18  ω     85.00 119.00   1.00   30.00    --  112.00  61.00-150.00   34
 19  ω     80.00 160.00   1.00   30.00    --  112.00  77.00-150.00   80
 20  ω    151.00 176.00   1.00   30.00    --  112.00  45.00 -90.00   25
 21  ω    113.00 140.00   1.00   30.00    --  112.00  45.00  90.00   27
 22  ω     35.00 112.00   1.00   30.00    --  112.00 -15.00-120.00   77
 23  ω     36.00  77.00   1.00   30.00    --  112.00-111.00-180.00   41
 24  ω     50.00  76.00   1.00   30.00    --  112.00 -30.00 150.00   26
 25  ω     79.00 105.00   1.00   30.00    --  112.00  15.00-120.00   26
 26  ω    142.00 178.00   1.00   30.00    --  112.00 111.00-120.00   36
 27  ω     79.00 106.00   1.00   30.00    --  112.00  77.00-120.00   27
 28  ω    117.00 172.00   1.00   30.00    --  112.00 111.00 -30.00   55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0190212000
_diffrn_orient_matrix_UB_12      0.0682863000
_diffrn_orient_matrix_UB_13      0.0552725000
_diffrn_orient_matrix_UB_21      -0.1450109000
_diffrn_orient_matrix_UB_22      0.1895711000
_diffrn_orient_matrix_UB_23      -0.0191924000
_diffrn_orient_matrix_UB_31      -0.1472586000
_diffrn_orient_matrix_UB_32      -0.1955589000
_diffrn_orient_matrix_UB_33      0.0006922000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.796
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                2173
_reflns_number_total             2206
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 954 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.014(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2206
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0247
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0437P)²+0.2281P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0649
_refine_ls_wR_factor_ref         0.0652
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1A)
2.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C11(H11A,H11B), C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C8(H8), C6(H6), C5(H5)
2.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.0000 0.16737(4) 0.5000 0.02492(14) Uani 1 2 d S T P . .
O1 O 0.1748(3) 0.4157(4) 0.53488(8) 0.0363(4) Uani 1 1 d . . . . .
O2 O 0.2876(4) 0.0722(4) 0.56715(12) 0.0421(6) Uani 1 1 d . . . . .
O3 O 0.7870(3) 0.5072(5) 0.59421(11) 0.0498(7) Uani 1 1 d . . . . .
O4 O 0.6645(4) 0.6151(4) 0.84777(9) 0.0459(6) Uani 1 1 d . . . . .
H4 H 0.6775 0.7583 0.8563 0.069 Uiso 1 1 calc GR . . . .
N2 N 0.9094(3) 0.9292(5) 0.55140(9) 0.0306(5) Uani 1 1 d . . . . .
H2A H 0.9679 0.7890 0.5495 0.037 Uiso 1 1 calc R . . . .
H2B H 0.9425 0.9891 0.5824 0.037 Uiso 1 1 calc R . . . .
N1 N 0.4973(3) 0.6437(6) 0.58434(8) 0.0277(4) Uani 1 1 d . . . . .
H1 H 0.4303 0.7670 0.5748 0.033 Uiso 1 1 calc R . . . .
C2 C 0.2860(4) 0.2972(6) 0.56559(12) 0.0263(6) Uani 1 1 d . . . . .
C10 C 0.6712(3) 0.6566(7) 0.57847(8) 0.0281(4) Uani 1 1 d . . . . .
C4 C 0.4073(4) 0.5500(5) 0.69939(11) 0.0288(5) Uani 1 1 d . . . . .
C11 C 0.7179(4) 0.8738(5) 0.54688(11) 0.0299(5) Uani 1 1 d . . . . .
H11A H 0.6739 0.8418 0.5115 0.036 Uiso 1 1 calc R . . . .
H11B H 0.6549 1.0161 0.5571 0.036 Uiso 1 1 calc R . . . .
C1 C 0.4128(3) 0.4360(5) 0.60571(9) 0.0250(5) Uani 1 1 d . . . . .
H1A H 0.5072 0.3245 0.6209 0.030 Uiso 1 1 calc R . . . .
C7 C 0.5834(4) 0.6027(5) 0.79844(11) 0.0320(6) Uani 1 1 d . . . . .
C9 C 0.4000(4) 0.3685(5) 0.73550(11) 0.0318(5) Uani 1 1 d . . . . .
H9 H 0.3348 0.2273 0.7265 0.038 Uiso 1 1 calc R . . . .
C3 C 0.3010(4) 0.5194(6) 0.64735(11) 0.0329(6) Uani 1 1 d . . . . .
H3A H 0.2440 0.6735 0.6371 0.039 Uiso 1 1 calc R . . . .
H3B H 0.2061 0.4012 0.6496 0.039 Uiso 1 1 calc R . . . .
C8 C 0.4870(4) 0.3927(5) 0.78448(11) 0.0342(6) Uani 1 1 d . . . . .
H8 H 0.4808 0.2684 0.8080 0.041 Uiso 1 1 calc R . . . .
C6 C 0.5971(4) 0.7832(6) 0.76286(12) 0.0349(6) Uani 1 1 d . . . . .
H6 H 0.6647 0.9225 0.7719 0.042 Uiso 1 1 calc R . . . .
C5 C 0.5096(4) 0.7560(6) 0.71349(12) 0.0345(6) Uani 1 1 d . . . . .
H5 H 0.5199 0.8775 0.6896 0.041 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0237(2) 0.0252(2) 0.0258(2) 0.000 0.00332(14) 0.000
O1 0.0329(10) 0.0353(10) 0.0372(10) 0.0041(9) -0.0081(8) -0.0083(9)
O2 0.0358(12) 0.0303(11) 0.0576(17) -0.0084(10) -0.0034(11) 0.0000(9)
O3 0.0283(10) 0.0521(14) 0.0705(17) 0.0319(13) 0.0120(11) 0.0084(9)
O4 0.0636(14) 0.0426(15) 0.0281(10) -0.0065(8) -0.0060(9) -0.0028(10)
N2 0.0252(10) 0.0384(11) 0.0282(10) 0.0075(9) 0.0035(8) -0.0054(9)
N1 0.0222(8) 0.0285(11) 0.0323(9) 0.0043(10) 0.0032(7) 0.0003(10)
C2 0.0207(13) 0.0322(15) 0.0264(14) -0.0009(11) 0.0044(11) -0.0001(11)
C10 0.0248(10) 0.0321(11) 0.0273(10) 0.0009(14) 0.0026(8) -0.0016(14)
C4 0.0278(13) 0.0331(13) 0.0266(12) -0.0010(10) 0.0077(10) -0.0021(10)
C11 0.0241(12) 0.0362(14) 0.0290(12) 0.0078(10) 0.0022(9) -0.0048(10)
C1 0.0221(10) 0.0282(12) 0.0247(11) 0.0016(9) 0.0030(9) -0.0025(9)
C7 0.0320(12) 0.0368(17) 0.0273(13) -0.0059(10) 0.0043(10) 0.0019(9)
C9 0.0347(13) 0.0297(13) 0.0319(13) -0.0033(10) 0.0077(11) -0.0067(10)
C3 0.0241(11) 0.0466(16) 0.0286(13) -0.0015(11) 0.0065(10) -0.0017(11)
C8 0.0433(15) 0.0308(14) 0.0295(13) 0.0024(11) 0.0091(11) -0.0017(11)
C6 0.0360(14) 0.0306(13) 0.0379(17) -0.0064(12) 0.0047(12) -0.0057(11)
C5 0.0390(15) 0.0306(12) 0.0348(14) 0.0034(11) 0.0084(12) -0.0040(10)

_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 O1 2.026(2) . ?
Zn1 O1 2.026(2) 2_556 ?
Zn1 N2 2.069(2) 2_646 ?
Zn1 N2 2.069(2) 1_445 ?
O1 C2 1.264(4) . ?
O2 C2 1.236(4) . ?
O3 C10 1.225(4) . ?
O4 H4 0.8200 . ?
O4 C7 1.370(4) . ?
N2 Zn1 2.069(2) 1_665 ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C11 1.456(3) . ?
N1 H1 0.8600 . ?
N1 C10 1.335(3) . ?
N1 C1 1.455(4) . ?
C2 C1 1.532(4) . ?
C10 C11 1.525(4) . ?
C4 C9 1.389(4) . ?
C4 C3 1.509(4) . ?
C4 C5 1.389(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 H1A 0.9800 . ?
C1 C3 1.544(4) . ?
C7 C8 1.384(4) . ?
C7 C6 1.382(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.381(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.393(4) . ?
C5 H5 0.9300 . ?

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
O1 Zn1 O1 95.46(12) . 2_556 ?
O1 Zn1 N2 118.52(10) . 2_646 ?
O1 Zn1 N2 118.52(10) 2_556 1_445 ?
O1 Zn1 N2 111.85(9) 2_556 2_646 ?
O1 Zn1 N2 111.85(9) . 1_445 ?
N2 Zn1 N2 101.66(15) 2_646 1_445 ?
C2 O1 Zn1 106.2(2) . . ?
C7 O4 H4 109.5 . . ?
Zn1 N2 H2A 107.6 1_665 . ?
Zn1 N2 H2B 107.6 1_665 . ?
H2A N2 H2B 107.0 . . ?
C11 N2 Zn1 118.98(17) . 1_665 ?
C11 N2 H2A 107.6 . . ?
C11 N2 H2B 107.6 . . ?
C10 N1 H1 117.6 . . ?
C10 N1 C1 124.7(3) . . ?
C1 N1 H1 117.6 . . ?
O1 C2 C1 119.1(3) . . ?
O2 C2 O1 122.6(3) . . ?
O2 C2 C1 118.1(3) . . ?
O3 C10 N1 125.6(3) . . ?
O3 C10 C11 120.4(2) . . ?
N1 C10 C11 113.9(3) . . ?
C9 C4 C3 119.2(3) . . ?
C5 C4 C9 118.0(3) . . ?
C5 C4 C3 122.8(3) . . ?
N2 C11 C10 114.5(2) . . ?
N2 C11 H11A 108.6 . . ?
N2 C11 H11B 108.6 . . ?
C10 C11 H11A 108.6 . . ?
C10 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
N1 C1 C2 112.3(2) . . ?
N1 C1 H1A 108.8 . . ?
N1 C1 C3 110.7(2) . . ?
C2 C1 H1A 108.8 . . ?
C2 C1 C3 107.5(2) . . ?
C3 C1 H1A 108.8 . . ?
O4 C7 C8 116.5(3) . . ?
O4 C7 C6 123.6(3) . . ?
C6 C7 C8 119.9(3) . . ?
C4 C9 H9 119.2 . . ?
C8 C9 C4 121.6(3) . . ?
C8 C9 H9 119.2 . . ?
C4 C3 C1 114.8(2) . . ?
C4 C3 H3A 108.6 . . ?
C4 C3 H3B 108.6 . . ?
C1 C3 H3A 108.6 . . ?
C1 C3 H3B 108.6 . . ?
H3A C3 H3B 107.5 . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.7(3) . . ?
C9 C8 H8 120.1 . . ?
C7 C6 H6 120.1 . . ?
C7 C6 C5 119.9(3) . . ?
C5 C6 H6 120.1 . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.182
_oxdiff_exptl_absorpt_empirical_full_min 0.929
####################################################################### 
# 
# 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_GlyTyr_248GPa
_database_code_depnum_ccdc_archive 'CCDC 1588164'
_audit_update_record             
;
2017-11-29 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_audit_creation_date             2017-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N4 O8 Zn'
_chemical_formula_sum            'C22 H26 N4 O8 Zn'
_chemical_formula_weight         539.84
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3242 0.9375 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_diffrn_ambient_pressure         2480000(40000)

_cell_length_a                   7.2705(5)
_cell_length_b                   5.2464(4)
_cell_length_c                   26.144(18)
_cell_angle_alpha                90
_cell_angle_beta                 99.00(2)
_cell_angle_gamma                90
_cell_volume                     985.0(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    548
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      11.1800
_cell_measurement_theta_min      2.1560
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.945
_exptl_absorpt_coefficient_mu    0.699
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.19282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.082
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.021
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.338
_diffrn_reflns_Laue_measured_fraction_max 0.337
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            539
_diffrn_reflns_point_group_measured_fraction_full 0.273
_diffrn_reflns_point_group_measured_fraction_max 0.273
_diffrn_reflns_theta_full        10.923
_diffrn_reflns_theta_max         10.923
_diffrn_reflns_theta_min         2.154
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.338
_diffrn_measured_fraction_theta_max 0.337
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -23.20  14.00   0.20    0.50   0.00   0.00   0.00    --   186
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'esperanto-CrysAlisPro-abstract goniometer imported esperanto images'
_diffrn_measurement_method       'φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0066292486
_diffrn_orient_matrix_UB_12      0.0012556272
_diffrn_orient_matrix_UB_13      0.0123055701
_diffrn_orient_matrix_UB_21      0.0377683128
_diffrn_orient_matrix_UB_22      -0.0311198406
_diffrn_orient_matrix_UB_23      0.0002012232
_diffrn_orient_matrix_UB_31      0.0223586935
_diffrn_orient_matrix_UB_32      0.0521741717
_diffrn_orient_matrix_UB_33      -0.0002170377
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.3185
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.445
_reflns_Friedel_fraction_full    0.190
_reflns_Friedel_fraction_max     0.191
_reflns_number_gt                438
_reflns_number_total             477
_reflns_odcompleteness_completeness 16.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     10.93
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.098
_refine_ls_abs_structure_details 
;
 Flack x determined using 119 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.57(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     61
_refine_ls_number_reflns         477
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0598
_refine_ls_restrained_S_all      1.130
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0864P)²+4.2271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1508
_refine_ls_wR_factor_ref         0.1597
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Zn1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uiso(C7) = Uiso(C8) = Uiso(C9) = Uiso(C4) = Uiso(C5) = Uiso(C6) = Uiso(C3) =
Uiso(C1) = Uiso(C2) = Uiso(C10) = Uiso(C11)
Uiso(O4) = Uiso(O3) = Uiso(O1) = Uiso(O2)
Uiso(N1) = Uiso(N2)
3.a Ternary CH refined with riding coordinates:
 C1(H1A)
3.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C11(H11A,H11B), C3(H3A,H3B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C8(H8), C6(H6), C5(H5)
3.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.0000 0.16950(8) 0.5000 0.056(3) Uani 1 2 d S TU P . .
O1 O 0.1808(15) 0.430(2) 0.5345(15) 0.0476(17) Uiso 1 1 d . . . . .
O2 O 0.288(2) 0.058(3) 0.5653(19) 0.0476(17) Uiso 1 1 d . . . . .
O3 O 0.7985(16) 0.474(2) 0.5919(16) 0.0476(17) Uiso 1 1 d . . . . .
O4 O 0.6839(16) 0.577(2) 0.8504(16) 0.0476(17) Uiso 1 1 d . . . . .
H4 H 0.7960 0.5793 0.8494 0.071 Uiso 1 1 calc GR . . . .
N2 N 0.9183(15) 0.923(3) 0.5499(16) 0.039(2) Uiso 1 1 d . . . . .
H2A H 0.9799 0.7777 0.5474 0.047 Uiso 1 1 calc R . . . .
H2B H 0.9551 0.9832 0.5816 0.047 Uiso 1 1 calc R . . . .
N1 N 0.5078(14) 0.641(3) 0.5881(14) 0.039(2) Uiso 1 1 d . . . . .
H1 H 0.4422 0.7767 0.5812 0.047 Uiso 1 1 calc R . . . .
C2 C 0.289(3) 0.292(3) 0.566(3) 0.0390(12) Uiso 1 1 d . . . . .
C10 C 0.6819(16) 0.646(3) 0.5771(16) 0.0390(12) Uiso 1 1 d . . . . .
C4 C 0.403(2) 0.542(3) 0.6989(19) 0.0390(12) Uiso 1 1 d . . . . .
C11 C 0.7242(19) 0.861(3) 0.5457(19) 0.0390(12) Uiso 1 1 d . . . . .
H11A H 0.6766 0.8239 0.5097 0.047 Uiso 1 1 calc R . . . .
H11B H 0.6585 1.0093 0.5555 0.047 Uiso 1 1 calc R . . . .
C1 C 0.4188(19) 0.428(3) 0.611(2) 0.0390(12) Uiso 1 1 d . . . . .
H1A H 0.5146 0.3081 0.6265 0.047 Uiso 1 1 calc R . . . .
C7 C 0.593(2) 0.577(3) 0.804(2) 0.0390(12) Uiso 1 1 d . . . . .
C9 C 0.396(2) 0.352(3) 0.738(2) 0.0390(12) Uiso 1 1 d . . . . .
H9 H 0.3182 0.2136 0.7291 0.047 Uiso 1 1 calc R . . . .
C3 C 0.298(2) 0.523(3) 0.654(2) 0.0390(12) Uiso 1 1 d . . . . .
H3A H 0.2427 0.6872 0.6440 0.047 Uiso 1 1 calc R . . . .
H3B H 0.1984 0.4026 0.6562 0.047 Uiso 1 1 calc R . . . .
C8 C 0.4908(19) 0.358(3) 0.7848(19) 0.0390(12) Uiso 1 1 d . . . . .
H8 H 0.4908 0.2155 0.8061 0.047 Uiso 1 1 calc R . . . .
C6 C 0.613(2) 0.769(4) 0.768(2) 0.0390(12) Uiso 1 1 d . . . . .
H6 H 0.6884 0.9082 0.7788 0.047 Uiso 1 1 calc R . . . .
C5 C 0.518(2) 0.752(3) 0.716(2) 0.0390(12) Uiso 1 1 d . . . . .
H5 H 0.5314 0.8838 0.6935 0.047 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0358(10) 0.0332(11) 0.094(9) 0.000 -0.0011(16) 0.000

_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 O1 2.010(19) 2_556 ?
Zn1 O1 2.010(19) . ?
Zn1 N2 1.99(3) 2_646 ?
Zn1 N2 1.99(3) 1_445 ?
Zn1 C2 2.58(5) 2_556 ?
Zn1 C2 2.58(5) . ?
O1 C2 1.27(5) . ?
O2 C2 1.229(19) . ?
O3 C10 1.26(3) . ?
O4 H4 0.8200 . ?
O4 C7 1.29(7) . ?
N2 Zn1 1.99(3) 1_665 ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C11 1.435(16) . ?
N1 H1 0.8600 . ?
N1 C10 1.34(2) . ?
N1 C1 1.46(3) . ?
C2 C1 1.55(6) . ?
C10 C11 1.46(4) . ?
C4 C9 1.43(6) . ?
C4 C3 1.30(7) . ?
C4 C5 1.41(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 H1A 0.9800 . ?
C1 C3 1.61(5) . ?
C7 C8 1.42(3) . ?
C7 C6 1.38(6) . ?
C9 H9 0.9300 . ?
C9 C8 1.31(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.43(8) . ?
C5 H5 0.9300 . ?

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
O1 Zn1 O1 94.3(11) 2_556 . ?
O1 Zn1 C2 122.4(7) . 2_556 ?
O1 Zn1 C2 28.8(10) . . ?
O1 Zn1 C2 28.8(10) 2_556 2_556 ?
O1 Zn1 C2 122.4(7) 2_556 . ?
N2 Zn1 O1 112.9(14) 2_646 2_556 ?
N2 Zn1 O1 112.9(14) 1_445 . ?
N2 Zn1 O1 119.7(7) 2_646 . ?
N2 Zn1 O1 119.7(7) 1_445 2_556 ?
N2 Zn1 N2 99.0(16) 2_646 1_445 ?
N2 Zn1 C2 91.2(14) 1_445 . ?
N2 Zn1 C2 107.7(10) 2_646 . ?
N2 Zn1 C2 91.2(14) 2_646 2_556 ?
N2 Zn1 C2 107.7(10) 1_445 2_556 ?
C2 Zn1 C2 151.1(10) . 2_556 ?
C2 O1 Zn1 101.5(14) . . ?
C7 O4 H4 109.5 . . ?
Zn1 N2 H2A 107.5 1_665 . ?
Zn1 N2 H2B 107.5 1_665 . ?
H2A N2 H2B 107.0 . . ?
C11 N2 Zn1 119(2) . 1_665 ?
C11 N2 H2A 107.5 . . ?
C11 N2 H2B 107.5 . . ?
C10 N1 H1 116.8 . . ?
C10 N1 C1 126.3(16) . . ?
C1 N1 H1 116.8 . . ?
O1 C2 Zn1 49.7(16) . . ?
O1 C2 C1 117.9(18) . . ?
O2 C2 Zn1 75(3) . . ?
O2 C2 O1 124(5) . . ?
O2 C2 C1 118(5) . . ?
C1 C2 Zn1 161.8(15) . . ?
O3 C10 N1 122(3) . . ?
O3 C10 C11 122.6(16) . . ?
N1 C10 C11 115.1(18) . . ?
C3 C4 C9 121(2) . . ?
C3 C4 C5 126(3) . . ?
C5 C4 C9 113(4) . . ?
N2 C11 C10 115(2) . . ?
N2 C11 H11A 108.5 . . ?
N2 C11 H11B 108.5 . . ?
C10 C11 H11A 108.5 . . ?
C10 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
N1 C1 C2 107(4) . . ?
N1 C1 H1A 109.3 . . ?
N1 C1 C3 111.7(18) . . ?
C2 C1 H1A 109.3 . . ?
C2 C1 C3 109.8(18) . . ?
C3 C1 H1A 109.3 . . ?
O4 C7 C8 119(3) . . ?
O4 C7 C6 122(3) . . ?
C6 C7 C8 117(5) . . ?
C4 C9 H9 117.3 . . ?
C8 C9 C4 125(2) . . ?
C8 C9 H9 117.3 . . ?
C4 C3 C1 110.4(19) . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C1 C3 H3A 109.6 . . ?
C1 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121(3) . . ?
C9 C8 H8 119.5 . . ?
C7 C6 H6 119.8 . . ?
C7 C6 C5 120(3) . . ?
C5 C6 H6 119.8 . . ?
C4 C5 C6 122(3) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.739
_oxdiff_exptl_absorpt_empirical_full_min 0.415
####################################################################### 
# 
# 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_GlyTyr_395GPa
_database_code_depnum_ccdc_archive 'CCDC 1588166'
_audit_update_record             
;
2017-12-01 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_audit_creation_date             2017-08-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N4 O8 Zn'
_chemical_formula_sum            'C22 H26 N4 O8 Zn'
_chemical_formula_weight         539.84
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H26 N4 O8 Zn1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3242 0.9375 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_diffrn_ambient_pressure         3950000(40000)

_cell_length_a                   7.0813(19)
_cell_length_b                   5.2012(11)
_cell_length_c                   25.88(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.31(10)
_cell_angle_gamma                90
_cell_volume                     941(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    157
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      10.9450
_cell_measurement_theta_min      2.1940
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53058
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.906
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.082
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.021
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 0.282
_diffrn_reflns_Laue_measured_fraction_max 0.282
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -3
_diffrn_reflns_number            387
_diffrn_reflns_point_group_measured_fraction_full 0.223
_diffrn_reflns_point_group_measured_fraction_max 0.223
_diffrn_reflns_theta_full        10.880
_diffrn_reflns_theta_max         10.880
_diffrn_reflns_theta_min         2.187
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.282
_diffrn_measured_fraction_theta_max 0.282
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -18.20  10.00   0.20    1.00   0.00   0.00   0.00    --   141
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'esperanto-CrysAlisPro-abstract goniometer imported esperanto images'
_diffrn_measurement_method       'φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0065878921
_diffrn_orient_matrix_UB_12      0.0011890616
_diffrn_orient_matrix_UB_13      0.0123976586
_diffrn_orient_matrix_UB_21      0.0390569421
_diffrn_orient_matrix_UB_22      -0.0308599604
_diffrn_orient_matrix_UB_23      0.0003461225
_diffrn_orient_matrix_UB_31      0.0226289873
_diffrn_orient_matrix_UB_32      0.0529090666
_diffrn_orient_matrix_UB_33      -0.0001272492
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.3185
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.406
_reflns_Friedel_fraction_full    0.147
_reflns_Friedel_fraction_max     0.147
_reflns_number_gt                230
_reflns_number_total             367
_reflns_odcompleteness_completeness 13.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     10.93
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Flack x determined using 48 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.52(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     49
_refine_ls_number_reflns         367
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1273
_refine_ls_R_factor_gt           0.0844
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1434P)²+1.2214P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2042
_refine_ls_wR_factor_ref         0.2420
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C1-C3
 1.4 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Zn1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uiso(C7) = Uiso(C8) = Uiso(C9) = Uiso(C4) = Uiso(C5) = Uiso(C6) = Uiso(C3) =
Uiso(C1) = Uiso(C2) = Uiso(C10) = Uiso(C11)
Uiso(O4) = Uiso(O3) = Uiso(O1) = Uiso(O2)
Uiso(N1) = Uiso(N2)
4.a Ternary CH refined with riding coordinates:
 C1(H1A)
4.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C11(H11A,H11B), C3(H3A,H3B)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C8(H8), C9(H9), C5(H5), C6(H6)
4.d Fitted hexagon refined as free rotating group:
 C7(C8,C9,C4,C5,C6)
4.e Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.0000 0.16987(2) 0.5000 0.081(5) Uani 1 2 d S TU P . .
O1 O 0.185(3) 0.424(4) 0.538(4) 0.083(4) Uiso 1 1 d . . . . .
O2 O 0.292(3) 0.054(6) 0.562(3) 0.083(4) Uiso 1 1 d . . . . .
O3 O 0.806(3) 0.466(5) 0.584(4) 0.083(4) Uiso 1 1 d . . . . .
O4 O 0.684(4) 0.566(5) 0.862(4) 0.083(4) Uiso 1 1 d . . . . .
H4 H 0.6637 0.4256 0.8747 0.125 Uiso 1 1 calc GR . . . .
N2 N 0.928(3) 0.925(5) 0.554(5) 0.090(6) Uiso 1 1 d . . . . .
H2A H 0.9962 0.7818 0.5541 0.108 Uiso 1 1 calc R . . . .
H2B H 0.9580 0.9964 0.5858 0.108 Uiso 1 1 calc R . . . .
N1 N 0.514(3) 0.642(6) 0.596(4) 0.090(6) Uiso 1 1 d . . . . .
H1 H 0.4515 0.7841 0.5930 0.108 Uiso 1 1 calc R . . . .
C2 C 0.295(4) 0.285(8) 0.570(6) 0.071(2) Uiso 1 1 d . . . . .
C10 C 0.683(3) 0.640(5) 0.578(4) 0.071(2) Uiso 1 1 d . . . . .
C11 C 0.723(4) 0.857(6) 0.546(4) 0.071(2) Uiso 1 1 d . . . . .
H11A H 0.6497 1.0045 0.5538 0.085 Uiso 1 1 calc R . . . .
H11B H 0.6831 0.8130 0.5094 0.085 Uiso 1 1 calc R . . . .
C1 C 0.426(4) 0.419(6) 0.619(4) 0.071(2) Uiso 1 1 d D . . . .
H1A H 0.5239 0.2999 0.6360 0.085 Uiso 1 1 calc R . . . .
C7 C 0.600(3) 0.566(4) 0.799(2) 0.071(2) Uiso 1 1 d . . . . .
C8 C 0.489(3) 0.351(4) 0.783(2) 0.071(2) Uiso 1 1 d G . . . .
H8 H 0.4802 0.2175 0.8068 0.085 Uiso 1 1 calc R . . . .
C9 C 0.391(3) 0.335(3) 0.732(2) 0.071(2) Uiso 1 1 d G . . . .
H9 H 0.3166 0.1912 0.7217 0.085 Uiso 1 1 calc R . . . .
C4 C 0.404(3) 0.534(4) 0.697(2) 0.071(2) Uiso 1 1 d G . . . .
C5 C 0.515(3) 0.749(3) 0.713(2) 0.071(2) Uiso 1 1 d G . . . .
H5 H 0.5235 0.8824 0.6897 0.085 Uiso 1 1 calc R . . . .
C6 C 0.613(3) 0.765(3) 0.764(2) 0.071(2) Uiso 1 1 d G . . . .
H6 H 0.6871 0.9087 0.7748 0.085 Uiso 1 1 calc R . . . .
C3 C 0.303(4) 0.502(6) 0.653(4) 0.071(2) Uiso 1 1 d D . . . .
H3A H 0.2414 0.6623 0.6405 0.085 Uiso 1 1 calc R . . . .
H3B H 0.2045 0.3745 0.6549 0.085 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.103(3) 0.0468(17) 0.085(14) 0.000 -0.013(4) 0.000

_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 O1 2.00(4) 2_556 ?
Zn1 O1 2.00(4) . ?
Zn1 O2 2.48(6) . ?
Zn1 O2 2.48(6) 2_556 ?
Zn1 N2 2.02(9) 2_646 ?
Zn1 N2 2.02(9) 1_445 ?
O1 C2 1.28(12) . ?
O2 C2 1.22(5) . ?
O3 C10 1.25(4) . ?
O4 H4 0.8200 . ?
O4 C7 1.64(10) . ?
N2 Zn1 2.02(9) 1_665 ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C11 1.47(4) . ?
N1 H1 0.8600 . ?
N1 C10 1.34(6) . ?
N1 C1 1.49(7) . ?
C2 C1 1.59(13) . ?
C10 C11 1.46(9) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 H1A 0.9800 . ?
C1 C3 1.41(3) . ?
C7 C8 1.3900 . ?
C7 C6 1.3900 . ?
C8 H8 0.9300 . ?
C8 C9 1.3900 . ?
C9 H9 0.9300 . ?
C9 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 C3 1.26(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.3900 . ?
C6 H6 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?

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
O1 Zn1 O1 97(2) 2_556 . ?
O1 Zn1 O2 55.4(15) . . ?
O1 Zn1 O2 152.6(14) . 2_556 ?
O1 Zn1 O2 152.6(14) 2_556 . ?
O1 Zn1 O2 55.4(15) 2_556 2_556 ?
O1 Zn1 N2 107(3) 2_556 2_646 ?
O1 Zn1 N2 122.4(16) . 2_646 ?
O1 Zn1 N2 122.4(16) 2_556 1_445 ?
O1 Zn1 N2 107(3) . 1_445 ?
O2 Zn1 O2 152.0(16) 2_556 . ?
N2 Zn1 O2 91(3) 1_445 2_556 ?
N2 Zn1 O2 71.1(18) 2_646 2_556 ?
N2 Zn1 O2 71.1(18) 1_445 . ?
N2 Zn1 O2 91(3) 2_646 . ?
N2 Zn1 N2 102(5) 2_646 1_445 ?
C2 O1 Zn1 103(3) . . ?
C2 O2 Zn1 82(6) . . ?
C7 O4 H4 109.5 . . ?
Zn1 N2 H2A 108.8 1_665 . ?
Zn1 N2 H2B 108.8 1_665 . ?
H2A N2 H2B 107.7 . . ?
C11 N2 Zn1 114(7) . 1_665 ?
C11 N2 H2A 108.8 . . ?
C11 N2 H2B 108.8 . . ?
C10 N1 H1 117.2 . . ?
C10 N1 C1 126(3) . . ?
C1 N1 H1 117.2 . . ?
O1 C2 C1 119(4) . . ?
O2 C2 O1 117(10) . . ?
O2 C2 C1 124(9) . . ?
O3 C10 N1 128(5) . . ?
O3 C10 C11 115(5) . . ?
N1 C10 C11 117(4) . . ?
N2 C11 H11A 109.1 . . ?
N2 C11 H11B 109.1 . . ?
C10 C11 N2 113(6) . . ?
C10 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
N1 C1 C2 105(7) . . ?
N1 C1 H1A 111.5 . . ?
C2 C1 H1A 111.5 . . ?
C3 C1 N1 111(4) . . ?
C3 C1 C2 107(4) . . ?
C3 C1 H1A 111.5 . . ?
C8 C7 O4 113.0(18) . . ?
C8 C7 C6 120.0 . . ?
C6 C7 O4 126.6(18) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C4 120.0 . . ?
C4 C9 H9 120.0 . . ?
C5 C4 C9 120.0 . . ?
C3 C4 C9 114(2) . . ?
C3 C4 C5 126(2) . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0 . . ?
C6 C5 H5 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C1 C3 H3A 110.3 . . ?
C1 C3 H3B 110.3 . . ?
C4 C3 C1 107(3) . . ?
C4 C3 H3A 110.3 . . ?
C4 C3 H3B 110.3 . . ?
H3A C3 H3B 108.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.774
_oxdiff_exptl_absorpt_empirical_full_min 0.710
####################################################################### 
# 
# 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_GlyTyr_152GPa
_database_code_depnum_ccdc_archive 'CCDC 1588163'
_audit_update_record             
;
2017-11-29 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_audit_creation_date             2017-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N4 O8 Zn'
_chemical_formula_sum            'C22 H26 N4 O8 Zn'
_chemical_formula_weight         539.84
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3242 0.9375 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_diffrn_ambient_pressure         1520000(40000)

_cell_length_a                   7.3494(5)
_cell_length_b                   5.3119(4)
_cell_length_c                   26.310(16)
_cell_angle_alpha                90
_cell_angle_beta                 98.483(17)
_cell_angle_gamma                90
_cell_volume                     1015.9(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    529
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      11.4810
_cell_measurement_theta_min      2.1220
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.678
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52547
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.765
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.082
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.021
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0180
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.349
_diffrn_reflns_Laue_measured_fraction_max 0.349
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            564
_diffrn_reflns_point_group_measured_fraction_full 0.286
_diffrn_reflns_point_group_measured_fraction_max 0.286
_diffrn_reflns_theta_full        10.923
_diffrn_reflns_theta_max         10.923
_diffrn_reflns_theta_min         2.128
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.349
_diffrn_measured_fraction_theta_max 0.349
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -23.20  14.00   0.20    0.50   0.00   0.00   0.00    --   186
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'esperanto-CrysAlisPro-abstract goniometer imported esperanto images'
_diffrn_measurement_method       'φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0065504794
_diffrn_orient_matrix_UB_12      0.0003949921
_diffrn_orient_matrix_UB_13      0.0122418964
_diffrn_orient_matrix_UB_21      0.0373138443
_diffrn_orient_matrix_UB_22      -0.0305131041
_diffrn_orient_matrix_UB_23      0.0000024384
_diffrn_orient_matrix_UB_31      0.0219942931
_diffrn_orient_matrix_UB_32      0.0516063317
_diffrn_orient_matrix_UB_33      -0.0000754009
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.3185
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.467
_reflns_Friedel_fraction_full    0.206
_reflns_Friedel_fraction_max     0.206
_reflns_number_gt                480
_reflns_number_total             512
_reflns_odcompleteness_completeness 17.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     10.93
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details 
;
 Flack x determined using 140 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.61(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     61
_refine_ls_number_reflns         512
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0630
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1132P)²+4.3167P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1612
_refine_ls_wR_factor_ref         0.1697
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Zn1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uiso(C7) = Uiso(C8) = Uiso(C9) = Uiso(C4) = Uiso(C5) = Uiso(C6) = Uiso(C3) =
Uiso(C1) = Uiso(C2) = Uiso(C10) = Uiso(C11)
Uiso(O4) = Uiso(O3) = Uiso(O1) = Uiso(O2)
Uiso(N1) = Uiso(N2)
3.a Ternary CH refined with riding coordinates:
 C1(H1A)
3.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C11(H11A,H11B), C3(H3A,H3B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C8(H8), C6(H6), C5(H5)
3.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.0000 0.1695(2) 0.5000 0.037(3) Uani 1 2 d S TU P . .
O1 O 0.1767(14) 0.428(2) 0.5349(16) 0.0405(17) Uiso 1 1 d . . . . .
O2 O 0.288(2) 0.068(3) 0.5675(18) 0.0405(17) Uiso 1 1 d . . . . .
O3 O 0.7938(16) 0.484(2) 0.5942(16) 0.0405(17) Uiso 1 1 d . . . . .
O4 O 0.6791(15) 0.591(2) 0.8505(16) 0.0405(17) Uiso 1 1 d . . . . .
H4 H 0.7419 0.7191 0.8539 0.061 Uiso 1 1 calc GR . . . .
N2 N 0.9161(14) 0.924(2) 0.5519(16) 0.030(2) Uiso 1 1 d . . . . .
H2A H 0.9779 0.7806 0.5504 0.036 Uiso 1 1 calc R . . . .
H2B H 0.9485 0.9875 0.5832 0.036 Uiso 1 1 calc R . . . .
N1 N 0.5028(13) 0.640(3) 0.5870(14) 0.030(2) Uiso 1 1 d . . . . .
H1 H 0.4344 0.7685 0.5781 0.036 Uiso 1 1 calc R . . . .
C2 C 0.285(3) 0.294(4) 0.568(3) 0.0365(14) Uiso 1 1 d . . . . .
C10 C 0.6778(17) 0.652(4) 0.5787(18) 0.0365(14) Uiso 1 1 d . . . . .
C4 C 0.406(2) 0.543(3) 0.702(2) 0.0365(14) Uiso 1 1 d . . . . .
C11 C 0.720(2) 0.864(3) 0.546(2) 0.0365(14) Uiso 1 1 d . . . . .
H11A H 0.6779 0.8218 0.5101 0.044 Uiso 1 1 calc R . . . .
H11B H 0.6528 1.0117 0.5541 0.044 Uiso 1 1 calc R . . . .
C1 C 0.418(2) 0.429(3) 0.610(2) 0.0365(14) Uiso 1 1 d . . . . .
H1A H 0.5124 0.3113 0.6255 0.044 Uiso 1 1 calc R . . . .
C7 C 0.590(2) 0.583(3) 0.805(2) 0.0365(14) Uiso 1 1 d . . . . .
C9 C 0.399(2) 0.354(3) 0.738(2) 0.0365(14) Uiso 1 1 d . . . . .
H9 H 0.3278 0.2123 0.7283 0.044 Uiso 1 1 calc R . . . .
C3 C 0.298(2) 0.517(3) 0.651(2) 0.0365(14) Uiso 1 1 d . . . . .
H3A H 0.2420 0.6782 0.6404 0.044 Uiso 1 1 calc R . . . .
H3B H 0.2002 0.3967 0.6525 0.044 Uiso 1 1 calc R . . . .
C8 C 0.489(2) 0.370(3) 0.785(2) 0.0365(14) Uiso 1 1 d . . . . .
H8 H 0.4859 0.2307 0.8059 0.044 Uiso 1 1 calc R . . . .
C6 C 0.607(2) 0.772(4) 0.766(2) 0.0365(14) Uiso 1 1 d . . . . .
H6 H 0.6818 0.9113 0.7741 0.044 Uiso 1 1 calc R . . . .
C5 C 0.517(2) 0.750(3) 0.717(2) 0.0365(14) Uiso 1 1 d . . . . .
H5 H 0.5290 0.8773 0.6937 0.044 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0270(10) 0.0278(11) 0.054(9) 0.000 0.0000(14) 0.000

_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 O1 2.015(19) . ?
Zn1 O1 2.015(19) 2_556 ?
Zn1 N2 2.05(3) 2_646 ?
Zn1 N2 2.05(3) 1_445 ?
O1 C2 1.30(6) . ?
O2 C2 1.206(19) . ?
O3 C10 1.26(3) . ?
O4 H4 0.8200 . ?
O4 C7 1.28(8) . ?
N2 Zn1 2.05(3) 1_665 ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C11 1.461(17) . ?
N1 H1 0.8600 . ?
N1 C10 1.34(2) . ?
N1 C1 1.46(4) . ?
C2 C1 1.54(7) . ?
C10 C11 1.48(5) . ?
C4 C9 1.39(6) . ?
C4 C3 1.46(8) . ?
C4 C5 1.39(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 H1A 0.9800 . ?
C1 C3 1.56(6) . ?
C7 C8 1.41(4) . ?
C7 C6 1.46(7) . ?
C9 H9 0.9300 . ?
C9 C8 1.32(8) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.35(9) . ?
C5 H5 0.9300 . ?

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
O1 Zn1 O1 94.1(11) . 2_556 ?
O1 Zn1 N2 120.0(8) . 2_646 ?
O1 Zn1 N2 120.0(8) 2_556 1_445 ?
O1 Zn1 N2 111.6(14) 2_556 2_646 ?
O1 Zn1 N2 111.6(14) . 1_445 ?
N2 Zn1 N2 100.8(15) 2_646 1_445 ?
C2 O1 Zn1 102.9(14) . . ?
C7 O4 H4 109.5 . . ?
Zn1 N2 H2A 108.0 1_665 . ?
Zn1 N2 H2B 108.0 1_665 . ?
H2A N2 H2B 107.3 . . ?
C11 N2 Zn1 117(2) . 1_665 ?
C11 N2 H2A 108.0 . . ?
C11 N2 H2B 108.0 . . ?
C10 N1 H1 117.0 . . ?
C10 N1 C1 126.0(18) . . ?
C1 N1 H1 117.0 . . ?
O1 C2 C1 119.2(18) . . ?
O2 C2 O1 123(6) . . ?
O2 C2 C1 117(5) . . ?
O3 C10 N1 122(3) . . ?
O3 C10 C11 122.5(19) . . ?
N1 C10 C11 115(2) . . ?
C9 C4 C3 119(2) . . ?
C9 C4 C5 117(4) . . ?
C5 C4 C3 124(4) . . ?
N2 C11 C10 113(2) . . ?
N2 C11 H11A 109.0 . . ?
N2 C11 H11B 109.0 . . ?
C10 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
N1 C1 C2 109(4) . . ?
N1 C1 H1A 109.9 . . ?
N1 C1 C3 112(2) . . ?
C2 C1 H1A 109.9 . . ?
C2 C1 C3 106(2) . . ?
C3 C1 H1A 109.9 . . ?
O4 C7 C8 123(4) . . ?
O4 C7 C6 124(2) . . ?
C8 C7 C6 112(5) . . ?
C4 C9 H9 118.9 . . ?
C8 C9 C4 122(2) . . ?
C8 C9 H9 118.9 . . ?
C4 C3 C1 112.1(18) . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C1 C3 H3A 109.2 . . ?
C1 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C7 C8 H8 117.6 . . ?
C9 C8 C7 125(4) . . ?
C9 C8 H8 117.6 . . ?
C7 C6 H6 119.1 . . ?
C5 C6 C7 122(3) . . ?
C5 C6 H6 119.1 . . ?
C4 C5 H5 119.0 . . ?
C6 C5 C4 122(4) . . ?
C6 C5 H5 119.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.544
_oxdiff_exptl_absorpt_empirical_full_min 0.686
####################################################################### 
# 
# 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_GlyTyr_090GPa
_database_code_depnum_ccdc_archive 'CCDC 1588162'
_audit_update_record             
;
2017-11-29 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_audit_creation_date             2017-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N4 O8 Zn'
_chemical_formula_sum            'C22 H26 N4 O8 Zn'
_chemical_formula_weight         539.84
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3242 0.9375 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_diffrn_ambient_pressure         900000(40000)

_cell_length_a                   7.4106(6)
_cell_length_b                   5.3751(4)
_cell_length_c                   26.411(17)
_cell_angle_alpha                90
_cell_angle_beta                 98.306(18)
_cell_angle_gamma                90
_cell_volume                     1041.0(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    445
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      10.9030
_cell_measurement_theta_min      2.1060
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.948
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29432
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.082
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.021
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.374
_diffrn_reflns_Laue_measured_fraction_max 0.374
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            651
_diffrn_reflns_point_group_measured_fraction_full 0.310
_diffrn_reflns_point_group_measured_fraction_max 0.310
_diffrn_reflns_theta_full        10.912
_diffrn_reflns_theta_max         10.912
_diffrn_reflns_theta_min         2.105
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.374
_diffrn_measured_fraction_theta_max 0.374
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -23.20  14.00   0.20    0.50   0.00   0.00   0.00    --   186
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'esperanto-CrysAlisPro-abstract goniometer imported esperanto images'
_diffrn_measurement_method       'φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0059027249
_diffrn_orient_matrix_UB_12      -0.0001949228
_diffrn_orient_matrix_UB_13      0.0121755089
_diffrn_orient_matrix_UB_21      0.0370552103
_diffrn_orient_matrix_UB_22      -0.0301571479
_diffrn_orient_matrix_UB_23      0.0000692232
_diffrn_orient_matrix_UB_31      0.0219121036
_diffrn_orient_matrix_UB_32      0.0510345415
_diffrn_orient_matrix_UB_33      0.0000709535
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.3185
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.488
_reflns_Friedel_fraction_full    0.230
_reflns_Friedel_fraction_max     0.230
_reflns_number_gt                514
_reflns_number_total             570
_reflns_odcompleteness_completeness 37.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     10.93
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details 
;
 Flack x determined using 133 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.50(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     61
_refine_ls_number_reflns         570
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0626
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0883P)²+6.2114P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1547
_refine_ls_wR_factor_ref         0.1618
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Zn1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uiso(C7) = Uiso(C8) = Uiso(C9) = Uiso(C4) = Uiso(C5) = Uiso(C6) = Uiso(C3) =
Uiso(C1) = Uiso(C2) = Uiso(C10) = Uiso(C11)
Uiso(O4) = Uiso(O3) = Uiso(O1) = Uiso(O2)
Uiso(N1) = Uiso(N2)
3.a Ternary CH refined with riding coordinates:
 C1(H1A)
3.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C11(H11A,H11B), C3(H3A,H3B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C8(H8), C6(H6), C5(H5)
3.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.0000 0.1691(2) 0.5000 0.045(2) Uani 1 2 d S TU P . .
O1 O 0.1741(14) 0.422(2) 0.5346(14) 0.0404(17) Uiso 1 1 d . . . . .
O2 O 0.2896(19) 0.064(2) 0.5700(16) 0.0404(17) Uiso 1 1 d . . . . .
O3 O 0.7930(15) 0.492(2) 0.5979(15) 0.0404(17) Uiso 1 1 d . . . . .
O4 O 0.6723(15) 0.5954(19) 0.8493(15) 0.0404(17) Uiso 1 1 d . . . . .
H4 H 0.7502 0.7049 0.8521 0.061 Uiso 1 1 calc GR . . . .
N2 N 0.9146(15) 0.924(2) 0.5524(14) 0.030(2) Uiso 1 1 d . . . . .
H2A H 0.9754 0.7819 0.5508 0.035 Uiso 1 1 calc R . . . .
H2B H 0.9476 0.9864 0.5836 0.035 Uiso 1 1 calc R . . . .
N1 N 0.4998(13) 0.642(3) 0.5836(12) 0.030(2) Uiso 1 1 d . . . . .
H1 H 0.4317 0.7629 0.5711 0.035 Uiso 1 1 calc R . . . .
C2 C 0.282(3) 0.295(3) 0.563(2) 0.0351(13) Uiso 1 1 d . . . . .
C10 C 0.6756(16) 0.652(4) 0.5791(16) 0.0351(13) Uiso 1 1 d . . . . .
C4 C 0.407(2) 0.545(3) 0.7002(19) 0.0351(13) Uiso 1 1 d . . . . .
C11 C 0.724(2) 0.866(3) 0.5472(19) 0.0351(13) Uiso 1 1 d . . . . .
H11A H 0.6818 0.8283 0.5116 0.042 Uiso 1 1 calc R . . . .
H11B H 0.6593 1.0122 0.5561 0.042 Uiso 1 1 calc R . . . .
C1 C 0.412(2) 0.437(3) 0.609(2) 0.0351(13) Uiso 1 1 d . . . . .
H1A H 0.5064 0.3216 0.6246 0.042 Uiso 1 1 calc R . . . .
C7 C 0.584(2) 0.589(3) 0.799(2) 0.0351(13) Uiso 1 1 d . . . . .
C9 C 0.401(2) 0.364(3) 0.738(2) 0.0351(13) Uiso 1 1 d . . . . .
H9 H 0.3299 0.2234 0.7295 0.042 Uiso 1 1 calc R . . . .
C3 C 0.302(2) 0.518(3) 0.647(2) 0.0351(13) Uiso 1 1 d . . . . .
H3A H 0.2045 0.3981 0.6485 0.042 Uiso 1 1 calc R . . . .
H3B H 0.2460 0.6761 0.6368 0.042 Uiso 1 1 calc R . . . .
C8 C 0.489(2) 0.377(3) 0.7849(19) 0.0351(13) Uiso 1 1 d . . . . .
H8 H 0.4865 0.2450 0.8076 0.042 Uiso 1 1 calc R . . . .
C6 C 0.603(2) 0.773(3) 0.766(2) 0.0351(13) Uiso 1 1 d . . . . .
H6 H 0.6751 0.9107 0.7760 0.042 Uiso 1 1 calc R . . . .
C5 C 0.513(2) 0.756(3) 0.714(2) 0.0351(13) Uiso 1 1 d . . . . .
H5 H 0.5249 0.8804 0.6898 0.042 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0268(10) 0.0256(10) 0.087(8) 0.000 0.0175(15) 0.000

_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 O1 2.003(17) . ?
Zn1 O1 2.003(17) 2_556 ?
Zn1 N2 2.08(3) 2_646 ?
Zn1 N2 2.08(3) 1_445 ?
Zn1 C2 2.57(4) . ?
Zn1 C2 2.57(4) 2_556 ?
O1 C2 1.23(5) . ?
O2 C2 1.25(2) . ?
O3 C10 1.27(3) . ?
O4 H4 0.8200 . ?
O4 C7 1.39(7) . ?
N2 Zn1 2.08(3) 1_665 ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C11 1.431(17) . ?
N1 H1 0.8600 . ?
N1 C10 1.327(19) . ?
N1 C1 1.48(3) . ?
C2 C1 1.62(6) . ?
C10 C11 1.50(4) . ?
C4 C9 1.40(6) . ?
C4 C3 1.51(7) . ?
C4 C5 1.39(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 H1A 0.9800 . ?
C1 C3 1.46(6) . ?
C7 C8 1.37(3) . ?
C7 C6 1.35(6) . ?
C9 H9 0.9300 . ?
C9 C8 1.31(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.44(8) . ?
C5 H5 0.9300 . ?

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
O1 Zn1 O1 94.4(10) . 2_556 ?
O1 Zn1 N2 119.8(7) 2_556 1_445 ?
O1 Zn1 N2 111.4(12) . 1_445 ?
O1 Zn1 N2 111.4(12) 2_556 2_646 ?
O1 Zn1 N2 119.8(7) . 2_646 ?
O1 Zn1 C2 121.9(6) 2_556 . ?
O1 Zn1 C2 121.9(6) . 2_556 ?
O1 Zn1 C2 27.8(8) 2_556 2_556 ?
O1 Zn1 C2 27.8(8) . . ?
N2 Zn1 N2 101.1(13) 2_646 1_445 ?
N2 Zn1 C2 107.6(10) 1_445 2_556 ?
N2 Zn1 C2 91.8(12) 1_445 . ?
N2 Zn1 C2 107.6(10) 2_646 . ?
N2 Zn1 C2 91.8(12) 2_646 2_556 ?
C2 Zn1 C2 149.6(9) . 2_556 ?
C2 O1 Zn1 102.7(14) . . ?
C7 O4 H4 109.5 . . ?
Zn1 N2 H2A 107.9 1_665 . ?
Zn1 N2 H2B 107.9 1_665 . ?
H2A N2 H2B 107.2 . . ?
C11 N2 Zn1 118(2) . 1_665 ?
C11 N2 H2A 107.9 . . ?
C11 N2 H2B 107.9 . . ?
C10 N1 H1 117.6 . . ?
C10 N1 C1 124.8(18) . . ?
C1 N1 H1 117.6 . . ?
O1 C2 Zn1 49.5(15) . . ?
O1 C2 O2 131(4) . . ?
O1 C2 C1 117.2(19) . . ?
O2 C2 Zn1 81(3) . . ?
O2 C2 C1 111(4) . . ?
C1 C2 Zn1 161.2(17) . . ?
O3 C10 N1 124(3) . . ?
O3 C10 C11 122.1(16) . . ?
N1 C10 C11 114(2) . . ?
C9 C4 C3 122.0(19) . . ?
C5 C4 C9 117(4) . . ?
C5 C4 C3 121(3) . . ?
N2 C11 C10 115(2) . . ?
N2 C11 H11A 108.5 . . ?
N2 C11 H11B 108.5 . . ?
C10 C11 H11A 108.5 . . ?
C10 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
N1 C1 C2 106(3) . . ?
N1 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
C3 C1 N1 114.6(17) . . ?
C3 C1 C2 109.0(18) . . ?
C3 C1 H1A 109.2 . . ?
C8 C7 O4 116(3) . . ?
C6 C7 O4 122(3) . . ?
C6 C7 C8 122(5) . . ?
C4 C9 H9 117.5 . . ?
C8 C9 C4 125(2) . . ?
C8 C9 H9 117.5 . . ?
C4 C3 H3A 108.7 . . ?
C4 C3 H3B 108.7 . . ?
C1 C3 C4 114.2(18) . . ?
C1 C3 H3A 108.7 . . ?
C1 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
C7 C8 H8 120.9 . . ?
C9 C8 C7 118(4) . . ?
C9 C8 H8 120.9 . . ?
C7 C6 H6 119.9 . . ?
C7 C6 C5 120(3) . . ?
C5 C6 H6 119.9 . . ?
C4 C5 C6 117(3) . . ?
C4 C5 H5 121.4 . . ?
C6 C5 H5 121.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.948
_oxdiff_exptl_absorpt_empirical_full_min 0.381
####################################################################### 
# 
# 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_GlyTyr_321GPa
_database_code_depnum_ccdc_archive 'CCDC 1588165'
_audit_update_record             
;
2017-12-01 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_audit_creation_date             2017-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N4 O8 Zn'
_chemical_formula_sum            'C22 H26 N4 O8 Zn'
_chemical_formula_weight         539.84
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3242 0.9375 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_diffrn_ambient_pressure         3210000(40000)

_cell_length_a                   7.1762(14)
_cell_length_b                   5.2148(8)
_cell_length_c                   26.07(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.05(6)
_cell_angle_gamma                90
_cell_volume                     963.6(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    245
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      11.4290
_cell_measurement_theta_min      2.1730
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.944
_exptl_absorpt_coefficient_mu    0.714
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31421
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.861
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.082
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.021
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.317
_diffrn_reflns_Laue_measured_fraction_max 0.317
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            465
_diffrn_reflns_point_group_measured_fraction_full 0.255
_diffrn_reflns_point_group_measured_fraction_max 0.255
_diffrn_reflns_theta_full        10.928
_diffrn_reflns_theta_max         10.928
_diffrn_reflns_theta_min         2.173
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.317
_diffrn_measured_fraction_theta_max 0.317
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -18.20  10.00   0.20    0.60   0.00   0.00   0.00    --   141
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'esperanto-CrysAlisPro-abstract goniometer imported esperanto images'
_diffrn_measurement_method       'φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0067701562
_diffrn_orient_matrix_UB_12      0.0012878752
_diffrn_orient_matrix_UB_13      -0.0123411637
_diffrn_orient_matrix_UB_21      -0.0384186036
_diffrn_orient_matrix_UB_22      -0.0309052115
_diffrn_orient_matrix_UB_23      -0.0001987673
_diffrn_orient_matrix_UB_31      -0.0223861131
_diffrn_orient_matrix_UB_32      0.0527179405
_diffrn_orient_matrix_UB_33      0.0002378258
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.3185
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.431
_reflns_Friedel_fraction_full    0.174
_reflns_Friedel_fraction_max     0.174
_reflns_number_gt                331
_reflns_number_total             435
_reflns_odcompleteness_completeness 15.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     10.93
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details 
;
 Flack x determined using 70 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.53(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     61
_refine_ls_number_reflns         435
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0671
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1210P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1622
_refine_ls_wR_factor_ref         0.1770
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Zn1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uiso(C7) = Uiso(C8) = Uiso(C9) = Uiso(C4) = Uiso(C5) = Uiso(C6) = Uiso(C3) =
Uiso(C1) = Uiso(C2) = Uiso(C10) = Uiso(C11)
Uiso(O4) = Uiso(O3) = Uiso(O1) = Uiso(O2)
Uiso(N1) = Uiso(N2)
3.a Ternary CH refined with riding coordinates:
 C1(H1A)
3.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C11(H11A,H11B), C3(H3A,H3B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C8(H8), C6(H6), C5(H5)
3.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.0000 0.16988(2) 0.5000 0.059(4) Uani 1 2 d S TU P . .
O1 O 0.1826(17) 0.428(3) 0.533(2) 0.064(2) Uiso 1 1 d . . . . .
O2 O 0.286(2) 0.053(3) 0.559(2) 0.064(2) Uiso 1 1 d . . . . .
O3 O 0.8008(18) 0.470(3) 0.590(2) 0.064(2) Uiso 1 1 d . . . . .
O4 O 0.6836(19) 0.575(3) 0.857(2) 0.064(2) Uiso 1 1 d . . . . .
H4 H 0.7747 0.4781 0.8613 0.096 Uiso 1 1 calc GR . . . .
N2 N 0.9227(19) 0.922(3) 0.553(2) 0.062(3) Uiso 1 1 d . . . . .
H2A H 0.9911 0.7799 0.5534 0.074 Uiso 1 1 calc R . . . .
H2B H 0.9493 0.9930 0.5847 0.074 Uiso 1 1 calc R . . . .
N1 N 0.5135(18) 0.645(4) 0.590(2) 0.062(3) Uiso 1 1 d . . . . .
H1 H 0.4494 0.7836 0.5833 0.074 Uiso 1 1 calc R . . . .
C2 C 0.295(3) 0.288(5) 0.573(3) 0.0593(17) Uiso 1 1 d . . . . .
C10 C 0.684(2) 0.643(4) 0.581(3) 0.0593(17) Uiso 1 1 d . . . . .
C4 C 0.404(3) 0.541(4) 0.700(3) 0.0593(17) Uiso 1 1 d . . . . .
C11 C 0.723(3) 0.853(4) 0.544(3) 0.0593(17) Uiso 1 1 d . . . . .
H11A H 0.6883 0.7939 0.5082 0.071 Uiso 1 1 calc R . . . .
H11B H 0.6467 1.0031 0.5483 0.071 Uiso 1 1 calc R . . . .
C1 C 0.420(2) 0.422(4) 0.610(3) 0.0593(17) Uiso 1 1 d . . . . .
H1A H 0.5160 0.3033 0.6270 0.071 Uiso 1 1 calc R . . . .
C7 C 0.592(3) 0.569(5) 0.797(3) 0.0593(17) Uiso 1 1 d . . . . .
C9 C 0.395(3) 0.350(4) 0.737(3) 0.0593(17) Uiso 1 1 d . . . . .
H9 H 0.3171 0.2093 0.7282 0.071 Uiso 1 1 calc R . . . .
C3 C 0.297(3) 0.517(4) 0.650(3) 0.0593(17) Uiso 1 1 d . . . . .
H3A H 0.2425 0.6826 0.6391 0.071 Uiso 1 1 calc R . . . .
H3B H 0.1941 0.3977 0.6513 0.071 Uiso 1 1 calc R . . . .
C8 C 0.488(3) 0.358(4) 0.784(3) 0.0593(17) Uiso 1 1 d . . . . .
H8 H 0.4840 0.2240 0.8070 0.071 Uiso 1 1 calc R . . . .
C6 C 0.613(3) 0.764(5) 0.770(3) 0.0593(17) Uiso 1 1 d . . . . .
H6 H 0.6825 0.9066 0.7836 0.071 Uiso 1 1 calc R . . . .
C5 C 0.518(3) 0.750(4) 0.715(3) 0.0593(17) Uiso 1 1 d . . . . .
H5 H 0.5354 0.8778 0.6913 0.071 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0714(16) 0.0408(12) 0.062(11) 0.000 0.007(3) 0.000

_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 O1 1.98(2) 2_556 ?
Zn1 O1 1.98(2) . ?
Zn1 O2 2.44(3) 2_556 ?
Zn1 O2 2.44(3) . ?
Zn1 N2 2.04(4) 2_646 ?
Zn1 N2 2.04(4) 1_445 ?
O1 C2 1.41(7) . ?
O2 C2 1.28(4) . ?
O3 C10 1.23(3) . ?
O4 H4 0.8200 . ?
O4 C7 1.59(9) . ?
N2 Zn1 2.04(4) 1_665 ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C11 1.46(2) . ?
N1 H1 0.8600 . ?
N1 C10 1.27(3) . ?
N1 C1 1.48(4) . ?
C2 C1 1.39(8) . ?
C10 C11 1.53(7) . ?
C4 C9 1.40(8) . ?
C4 C3 1.41(9) . ?
C4 C5 1.38(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 H1A 0.9800 . ?
C1 C3 1.56(8) . ?
C7 C8 1.34(4) . ?
C7 C6 1.26(8) . ?
C9 H9 0.9300 . ?
C9 C8 1.29(9) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.49(12) . ?
C5 H5 0.9300 . ?

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
O1 Zn1 O1 94.5(13) 2_556 . ?
O1 Zn1 O2 151.5(9) . 2_556 ?
O1 Zn1 O2 57.3(9) . . ?
O1 Zn1 O2 57.3(9) 2_556 2_556 ?
O1 Zn1 O2 151.5(9) 2_556 . ?
O1 Zn1 N2 111.2(19) 2_556 2_646 ?
O1 Zn1 N2 119.9(10) . 2_646 ?
O1 Zn1 N2 119.9(10) 2_556 1_445 ?
O1 Zn1 N2 111.2(19) . 1_445 ?
O2 Zn1 O2 151.2(9) . 2_556 ?
N2 Zn1 O2 72.9(10) 1_445 . ?
N2 Zn1 O2 88.8(14) 2_646 . ?
N2 Zn1 O2 88.8(14) 1_445 2_556 ?
N2 Zn1 O2 72.9(10) 2_646 2_556 ?
N2 Zn1 N2 101(2) 2_646 1_445 ?
C2 O1 Zn1 103.5(15) . . ?
C2 O2 Zn1 87(3) . . ?
C7 O4 H4 109.5 . . ?
Zn1 N2 H2A 108.8 1_665 . ?
Zn1 N2 H2B 108.8 1_665 . ?
H2A N2 H2B 107.7 . . ?
C11 N2 Zn1 114(4) . 1_665 ?
C11 N2 H2A 108.8 . . ?
C11 N2 H2B 108.8 . . ?
C10 N1 H1 118.1 . . ?
C10 N1 C1 124(2) . . ?
C1 N1 H1 118.1 . . ?
O2 C2 O1 107(6) . . ?
O2 C2 C1 132(4) . . ?
C1 C2 O1 118(2) . . ?
O3 C10 N1 128(3) . . ?
O3 C10 C11 117(3) . . ?
N1 C10 C11 113(3) . . ?
C9 C4 C3 120(3) . . ?
C5 C4 C9 117(5) . . ?
C5 C4 C3 123(5) . . ?
N2 C11 C10 110(4) . . ?
N2 C11 H11A 109.7 . . ?
N2 C11 H11B 109.7 . . ?
C10 C11 H11A 109.7 . . ?
C10 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
N1 C1 H1A 109.2 . . ?
N1 C1 C3 109(2) . . ?
C2 C1 N1 115(6) . . ?
C2 C1 H1A 109.2 . . ?
C2 C1 C3 105(3) . . ?
C3 C1 H1A 109.2 . . ?
C8 C7 O4 113(5) . . ?
C6 C7 O4 117(5) . . ?
C6 C7 C8 129(7) . . ?
C4 C9 H9 118.1 . . ?
C8 C9 C4 124(3) . . ?
C8 C9 H9 118.1 . . ?
C4 C3 C1 112(3) . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
C1 C3 H3A 109.3 . . ?
C1 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
C7 C8 H8 121.5 . . ?
C9 C8 C7 117(5) . . ?
C9 C8 H8 121.5 . . ?
C7 C6 H6 122.7 . . ?
C7 C6 C5 115(4) . . ?
C5 C6 H6 122.7 . . ?
C4 C5 C6 118(5) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.350
_oxdiff_exptl_absorpt_empirical_full_min 0.627
####################################################################### 
# 
# 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_GlyTyr_051GPa
_database_code_depnum_ccdc_archive 'CCDC 1588161'
_audit_update_record             
;
2017-11-29 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_audit_creation_date             2017-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H26 N4 O8 Zn'
_chemical_formula_sum            'C22 H26 N4 O8 Zn'
_chemical_formula_weight         539.84
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3242 0.9375 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_diffrn_ambient_pressure         510000(40000)

_cell_length_a                   7.4416(6)
_cell_length_b                   5.4166(4)
_cell_length_c                   26.503(17)
_cell_angle_alpha                90
_cell_angle_beta                 98.046(18)
_cell_angle_gamma                90
_cell_volume                     1057.8(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    498
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      10.8930
_cell_measurement_theta_min      2.0890
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.949
_exptl_absorpt_coefficient_mu    0.651
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.082
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.021
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.363
_diffrn_reflns_Laue_measured_fraction_max 0.363
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            675
_diffrn_reflns_point_group_measured_fraction_full 0.305
_diffrn_reflns_point_group_measured_fraction_max 0.305
_diffrn_reflns_theta_full        10.927
_diffrn_reflns_theta_max         10.927
_diffrn_reflns_theta_min         2.091
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.363
_diffrn_measured_fraction_theta_max 0.363
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -23.20  14.00   0.20    0.50   0.00   0.00   0.00    --   186
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'esperanto-CrysAlisPro-abstract goniometer imported esperanto images'
_diffrn_measurement_method       'φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0057468000
_diffrn_orient_matrix_UB_12      -0.0000177000
_diffrn_orient_matrix_UB_13      0.0121441000
_diffrn_orient_matrix_UB_21      0.0368343000
_diffrn_orient_matrix_UB_22      -0.0299612000
_diffrn_orient_matrix_UB_23      0.0000675000
_diffrn_orient_matrix_UB_31      0.0218436000
_diffrn_orient_matrix_UB_32      0.0505736000
_diffrn_orient_matrix_UB_33      0.0000331000
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.3185
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.511
_reflns_Friedel_fraction_full    0.233
_reflns_Friedel_fraction_max     0.233
_reflns_number_gt                529
_reflns_number_total             571
_reflns_odcompleteness_completeness 32.18
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     11.48
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.56(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     60
_refine_ls_number_reflns         571
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0794
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1464P)²+8.5443P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2037
_refine_ls_wR_factor_ref         0.2144
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(O2) = Uiso(O1) = Uiso(O3) = Uiso(O4)
Uiso(N2) = Uiso(N1)
Uiso(C11) = Uiso(C10) = Uiso(C2) = Uiso(C1) = Uiso(C3) = Uiso(C4) = Uiso(C9) =
Uiso(C8) = Uiso(C7) = Uiso(C6) = Uiso(C5)
3.a Ternary CH refined with riding coordinates:
 C1(H1A)
3.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C11(H11A,H11B), C3(H3A,H3B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C8(H8), C6(H6), C5(H5)
3.d Tetrahedral OH refined with riding coordinates:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.0000 0.16736(11) 0.5000 0.021(3) Uani 1 2 d S T P . .
O1 O 0.1729(18) 0.421(3) 0.5350(18) 0.039(2) Uiso 1 1 d . . . . .
O2 O 0.288(3) 0.065(3) 0.566(2) 0.039(2) Uiso 1 1 d . . . . .
O3 O 0.7881(18) 0.498(3) 0.5935(18) 0.039(2) Uiso 1 1 d . . . . .
O4 O 0.6712(18) 0.604(2) 0.8471(19) 0.039(2) Uiso 1 1 d . . . . .
H4 H 0.7003 0.4623 0.8558 0.058 Uiso 1 1 calc R . . . .
N2 N 0.9117(18) 0.922(3) 0.5547(18) 0.029(2) Uiso 1 1 d . . . . .
H2A H 0.9729 0.7810 0.5543 0.035 Uiso 1 1 calc R . . . .
H2B H 0.9394 0.9880 0.5855 0.035 Uiso 1 1 calc R . . . .
N1 N 0.4990(16) 0.641(3) 0.5845(17) 0.029(2) Uiso 1 1 d . . . . .
H1 H 0.4324 0.7664 0.5743 0.035 Uiso 1 1 calc R . . . .
C2 C 0.285(3) 0.292(3) 0.569(3) 0.0307(15) Uiso 1 1 d . . . . .
C10 C 0.6744(19) 0.650(4) 0.578(2) 0.0307(15) Uiso 1 1 d . . . . .
C4 C 0.409(2) 0.548(3) 0.701(2) 0.0307(15) Uiso 1 1 d . . . . .
C11 C 0.720(2) 0.867(3) 0.546(2) 0.0307(15) Uiso 1 1 d . . . . .
H11A H 0.6824 0.8297 0.5107 0.037 Uiso 1 1 calc R . . . .
H11B H 0.6523 1.0110 0.5549 0.037 Uiso 1 1 calc R . . . .
C1 C 0.413(2) 0.436(3) 0.607(2) 0.0307(15) Uiso 1 1 d . . . . .
H1A H 0.5082 0.3232 0.6225 0.037 Uiso 1 1 calc R . . . .
C7 C 0.586(3) 0.600(3) 0.805(3) 0.0307(15) Uiso 1 1 d . . . . .
C9 C 0.400(2) 0.364(3) 0.738(2) 0.0307(15) Uiso 1 1 d . . . . .
H9 H 0.3262 0.2270 0.7302 0.037 Uiso 1 1 calc R . . . .
C3 C 0.301(3) 0.520(3) 0.649(2) 0.0307(15) Uiso 1 1 d . . . . .
H3A H 0.2435 0.6764 0.6395 0.037 Uiso 1 1 calc R . . . .
H3B H 0.2049 0.4001 0.6515 0.037 Uiso 1 1 calc R . . . .
C8 C 0.490(2) 0.379(3) 0.783(2) 0.0307(15) Uiso 1 1 d . . . . .
H8 H 0.4959 0.2383 0.8030 0.037 Uiso 1 1 calc R . . . .
C6 C 0.601(3) 0.781(4) 0.766(3) 0.0307(15) Uiso 1 1 d . . . . .
H6 H 0.6721 0.9206 0.7741 0.037 Uiso 1 1 calc R . . . .
C5 C 0.515(2) 0.753(4) 0.717(2) 0.0307(15) Uiso 1 1 d . . . . .
H5 H 0.5277 0.8760 0.6927 0.037 Uiso 1 1 calc R . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0270(13) 0.0282(13) 0.008(11) 0.000 0.0045(19) 0.000

_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 O1 2.02(2) . ?
Zn1 O1 2.02(2) 2_556 ?
Zn1 N2 2.14(4) 2_646 ?
Zn1 N2 2.14(4) 1_445 ?
O1 C2 1.34(7) . ?
O2 C2 1.23(2) . ?
O3 C10 1.21(3) . ?
O4 H4 0.8200 . ?
O4 C7 1.19(8) . ?
N2 Zn1 2.14(4) 1_665 ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 C11 1.45(2) . ?
N1 H1 0.8600 . ?
N1 C10 1.34(2) . ?
N1 C1 1.46(4) . ?
C2 C1 1.50(7) . ?
C10 C11 1.51(5) . ?
C4 C9 1.41(7) . ?
C4 C3 1.50(9) . ?
C4 C5 1.39(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 H1A 0.9800 . ?
C1 C3 1.56(7) . ?
C7 C8 1.48(4) . ?
C7 C6 1.45(7) . ?
C9 H9 0.9300 . ?
C9 C8 1.27(8) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.38(9) . ?
C5 H5 0.9300 . ?

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
O1 Zn1 O1 94.1(12) . 2_556 ?
O1 Zn1 N2 119.9(9) . 2_646 ?
O1 Zn1 N2 119.9(9) 2_556 1_445 ?
O1 Zn1 N2 110.4(15) 2_556 2_646 ?
O1 Zn1 N2 110.4(15) . 1_445 ?
N2 Zn1 N2 103.1(16) 2_646 1_445 ?
C2 O1 Zn1 104.5(15) . . ?
C7 O4 H4 109.5 . . ?
Zn1 N2 H2A 108.6 1_665 . ?
Zn1 N2 H2B 108.6 1_665 . ?
H2A N2 H2B 107.6 . . ?
C11 N2 Zn1 115(3) . 1_665 ?
C11 N2 H2A 108.6 . . ?
C11 N2 H2B 108.6 . . ?
C10 N1 H1 117.7 . . ?
C10 N1 C1 125(2) . . ?
C1 N1 H1 117.7 . . ?
O1 C2 C1 117(2) . . ?
O2 C2 O1 120(6) . . ?
O2 C2 C1 123(6) . . ?
O3 C10 N1 126(3) . . ?
O3 C10 C11 121(2) . . ?
N1 C10 C11 113(2) . . ?
C9 C4 C3 120(2) . . ?
C5 C4 C9 117(5) . . ?
C5 C4 C3 124(4) . . ?
N2 C11 C10 112(3) . . ?
N2 C11 H11A 109.3 . . ?
N2 C11 H11B 109.3 . . ?
C10 C11 H11A 109.3 . . ?
C10 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
N1 C1 C2 113(5) . . ?
N1 C1 H1A 108.2 . . ?
N1 C1 C3 113(2) . . ?
C2 C1 H1A 108.2 . . ?
C2 C1 C3 106(2) . . ?
C3 C1 H1A 108.2 . . ?
O4 C7 C8 123(4) . . ?
O4 C7 C6 125(3) . . ?
C6 C7 C8 110(5) . . ?
C4 C9 H9 119.1 . . ?
C8 C9 C4 122(2) . . ?
C8 C9 H9 119.1 . . ?
C4 C3 C1 115(2) . . ?
C4 C3 H3A 108.6 . . ?
C4 C3 H3B 108.6 . . ?
C1 C3 H3A 108.6 . . ?
C1 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C7 C8 H8 116.9 . . ?
C9 C8 C7 126(4) . . ?
C9 C8 H8 116.9 . . ?
C7 C6 H6 118.7 . . ?
C5 C6 C7 123(3) . . ?
C5 C6 H6 118.7 . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 122(4) . . ?
C6 C5 H5 119.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.687
_oxdiff_exptl_absorpt_empirical_full_min 0.246
