# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_mdh036b
_database_code_depnum_ccdc_archive 'CCDC 1529991'
_audit_update_record             
;
2017-01-27 deposited with the CCDC.
2017-05-12 downloaded from the CCDC.
;
_audit_creation_date             2017-01-09
_audit_creation_method           
;
Olex2 1.2
(compiled Dec 12 2016 15:38:10 for OlexSys, GUI svn.r5289)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H17 N O2'
_chemical_formula_sum            'C14 H17 N O2'
_chemical_formula_weight         231.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H17 N O2'
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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_symmetry_space_group_name_H-M_alt 'P -1'
_cell_length_a                   8.9339(9)
_cell_length_b                   11.2293(11)
_cell_length_c                   13.7571(8)
_cell_angle_alpha                78.616(6)
_cell_angle_beta                 88.105(7)
_cell_angle_gamma                69.424(9)
_cell_volume                     1265.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4753
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      74.8900
_cell_measurement_theta_min      3.3030
_cell_oxdiff_angle_alpha         78.616(6)
_cell_oxdiff_angle_beta          88.105(7)
_cell_oxdiff_angle_gamma         69.424(9)
_cell_oxdiff_length_a            8.9339(9)
_cell_oxdiff_length_b            11.2293(11)
_cell_oxdiff_length_c            13.7571(8)
_cell_oxdiff_measurement_reflns_used 4753
_cell_oxdiff_volume              1265.68(19)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.648
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (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_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       'rect. Prism'
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 9 0.0393
-1 -3 -9 0.0197
6 2 0 0.1050
-6 -2 0 0.1050
-1 6 -1 0.0264
1 -6 1 0.0165
0 1 9 0.0342
0 -1 -9 0.0228

_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.043
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
-0.0086 2.9921 8.9915 0.0233 0.0161 1.0362
-0.9922 -2.9920 -8.9920 0.1555 -0.0579 -1.0185
6.0053 1.9985 0.0010 -1.0390 -0.0366 -0.0321
-6.0053 -1.9985 -0.0010 1.0390 0.0366 0.0321
-0.9981 5.9978 -1.0065 0.2836 -0.9545 0.1362
0.9981 -5.9978 1.0065 -0.2836 0.9545 -0.1362
-0.0092 0.9931 8.9937 -0.0106 0.3037 0.9624
0.0092 -0.9931 -8.9937 0.0106 -0.3037 -0.9624

_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1469
_diffrn_reflns_av_unetI/netI     0.0795
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            35490
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_theta_full        66.600
_diffrn_reflns_theta_max         80.015
_diffrn_reflns_theta_min         3.280
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -117.00 -17.00   1.00    6.00    --  -41.68 -34.00-164.00  100
  2  ω    -66.00  33.00   1.00    6.00    --  -41.68  34.00  -7.00   99
  3  ω     17.00 117.00   1.00    6.00    --   41.68  34.00  -7.00  100
  4  ω     84.00 178.00   1.00   30.00    --  109.13  34.00  -7.00   94
  5  ω     34.00 134.00   1.00   30.00    --  109.13 -34.00-164.00  100
  6  ω    -66.00  33.00   1.00    6.00    --  -41.68  38.00 150.00   99
  7  ω     23.00  98.00   1.00    6.00    --   41.68-125.00  60.00   75
  8  ω    -33.00  66.00   1.00    6.00    --   41.68 -34.00-164.00   99
  9  ω     36.00 111.00   1.00   30.00    --  109.13-125.00  90.00   75
 10  ω     83.00 178.00   1.00   30.00    --  109.13  45.00-120.00   95
 11  ω     94.00 178.00   1.00   30.00    --  109.13 125.00 -90.00   84
 12  ω     37.00 138.00   1.00   30.00    --  109.13 -61.00 -60.00  101
 13  ω     26.00  96.00   1.00   30.00    --  109.13 -94.00 -60.00   70
 14  ω     26.00 106.00   1.00   30.00    --  109.13 -94.00 120.00   80
 15  ω     26.00  91.00   1.00   30.00    --  109.13 -94.00-150.00   65
 16  ω      9.00 118.00   1.00    6.00    --   41.68  77.00  90.00  109
 17  ω      1.00  83.00   1.00    6.00    --   41.68 -99.00-180.00   82
 18  ω     14.00 115.00   1.00    6.00    --   41.68  57.00  90.00  101
 19  ω      9.00 118.00   1.00    6.00    --   41.68  77.00 -30.00  109
 20  ω      9.00 118.00   1.00    6.00    --   41.68  77.00-180.00  109
 21  ω     81.00 178.00   1.00   30.00    --  109.13  30.00  60.00   97
 22  ω     83.00 178.00   1.00   30.00    --  109.13  45.00 -90.00   95
 23  ω     81.00 178.00   1.00   30.00    --  109.13  30.00 150.00   97
 24  ω     80.00 178.00   1.00   30.00    --  109.13  61.00   0.00   98
 25  ω     83.00 178.00   1.00   30.00    --  109.13  45.00  90.00   95
 26  ω     80.00 178.00   1.00   30.00    --  109.13  61.00-180.00   98
 27  ω     80.00 178.00   1.00   30.00    --  109.13  61.00 150.00   98
 28  ω     80.00 178.00   1.00   30.00    --  109.13  61.00-150.00   98
 29  ω     80.00 178.00   1.00   30.00    --  109.13  61.00 -60.00   98
 30  ω     83.00 178.00   1.00   30.00    --  109.13  45.00 -60.00   95
 31  ω   -116.00 -17.00   1.00    6.00    --  -41.68 -38.00 -30.00   99
 32  ω   -115.00 -14.00   1.00    6.00    --  -41.68 -57.00  90.00  101
 33  ω   -115.00 -14.00   1.00    6.00    --  -41.68 -57.00 -60.00  101
 34  ω     23.00  98.00   1.00    6.00    --   41.68-125.00  30.00   75
 35  ω      9.00 118.00   1.00    6.00    --   41.68  77.00 -90.00  109
 36  ω     80.00 178.00   1.00   30.00    --  109.13  61.00  90.00   98
 37  ω     80.00 178.00   1.00   30.00    --  109.13  61.00 -90.00   98
 38  ω     77.00 178.00   1.00   30.00    --  109.13  77.00  30.00  101
 39  ω     80.00 178.00   1.00   30.00    --  109.13  61.00  30.00   98
 40  ω     80.00 178.00   1.00   30.00    --  109.13  61.00-120.00   98
 41  ω     80.00 178.00   1.00   30.00    --  109.13  61.00 120.00   98
 42  ω     80.00 178.00   1.00   30.00    --  109.13  61.00  60.00   98
 43  ω     77.00 178.00   1.00   30.00    --  109.13  77.00 -30.00  101
 44  ω     77.00 178.00   1.00   30.00    --  109.13  77.00-180.00  101
 45  ω     80.00 178.00   1.00   30.00    --  109.13  61.00 -30.00   98
 46  ω   -116.00 -17.00   1.00    6.00    --  -41.68 -38.00  90.00   99
 47  ω   -115.00 -14.00   1.00    6.00    --  -41.68 -57.00-180.00  101
 48  ω   -116.00 -17.00   1.00    6.00    --  -41.68 -38.00 150.00   99
 49  ω      9.00 118.00   1.00    6.00    --   41.68  77.00  30.00  109
 50  ω      1.00  72.00   1.00    6.00    --   41.68  19.00-180.00   71
;
_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      -0.1786659000
_diffrn_orient_matrix_UB_12      0.0170078000
_diffrn_orient_matrix_UB_13      -0.0032359000
_diffrn_orient_matrix_UB_21      0.0417686000
_diffrn_orient_matrix_UB_22      -0.1438541000
_diffrn_orient_matrix_UB_23      0.0497006000
_diffrn_orient_matrix_UB_31      -0.0176923000
_diffrn_orient_matrix_UB_32      0.0370380000
_diffrn_orient_matrix_UB_33      0.1029000000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3219
_reflns_number_total             5062
_reflns_odcompleteness_completeness 99.09
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         5062
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1253
_refine_ls_R_factor_gt           0.0831
_refine_ls_restrained_S_all      1.032
_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)+3.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1618
_refine_ls_wR_factor_ref         0.1880
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3), C15(H15), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C22(H22A,H22B)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C13(H13), C24(H24), C25(H25), C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C19(H19A,H19B,H19C),
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O1 O 0.8656(3) 0.2869(3) 0.12046(19) 0.0420(6) Uani 1 1 d . . . . .
O2 O 1.0307(3) -0.0385(2) 0.37204(18) 0.0376(6) Uani 1 1 d . . . . .
N1 N 0.8142(4) 0.2365(3) 0.2899(2) 0.0380(7) Uani 1 1 d . . . . .
C1 C 0.7979(4) 0.0952(4) 0.2150(3) 0.0359(8) Uani 1 1 d . . . . .
H1 H 0.6989 0.1033 0.1783 0.043 Uiso 1 1 calc R . . . .
C2 C 0.8338(4) 0.2213(4) 0.1945(3) 0.0370(9) Uani 1 1 d . . . . .
C3 C 0.7646(4) 0.1223(4) 0.3214(3) 0.0378(9) Uani 1 1 d . . . . .
H3 H 0.6482 0.1479 0.3357 0.045 Uiso 1 1 calc R . . . .
C4 C 0.7883(4) 0.3537(4) 0.3316(3) 0.0410(9) Uani 1 1 d . . . . .
C5 C 0.7682(6) 0.3230(4) 0.4424(3) 0.0568(12) Uani 1 1 d . . . . .
H5A H 0.6783 0.2920 0.4553 0.085 Uiso 1 1 calc GR . . . .
H5B H 0.7468 0.4016 0.4696 0.085 Uiso 1 1 calc GR . . . .
H5C H 0.8663 0.2557 0.4742 0.085 Uiso 1 1 calc GR . . . .
C6 C 0.6375(5) 0.4614(4) 0.2808(3) 0.0491(10) Uani 1 1 d . . . . .
H6A H 0.6505 0.4780 0.2090 0.074 Uiso 1 1 calc GR . . . .
H6B H 0.6206 0.5408 0.3059 0.074 Uiso 1 1 calc GR . . . .
H6C H 0.5449 0.4341 0.2951 0.074 Uiso 1 1 calc GR . . . .
C7 C 0.9343(5) 0.3948(4) 0.3106(4) 0.0527(11) Uani 1 1 d . . . . .
H7A H 1.0296 0.3259 0.3443 0.079 Uiso 1 1 calc GR . . . .
H7B H 0.9173 0.4747 0.3350 0.079 Uiso 1 1 calc GR . . . .
H7C H 0.9495 0.4102 0.2389 0.079 Uiso 1 1 calc GR . . . .
C8 C 0.8671(4) 0.0141(4) 0.4010(3) 0.0357(8) Uani 1 1 d . . . . .
H8A H 0.8655 0.0472 0.4627 0.043 Uiso 1 1 calc R . . . .
H8B H 0.8218 -0.0560 0.4150 0.043 Uiso 1 1 calc R . . . .
C9 C 1.0463(4) -0.0876(3) 0.2866(3) 0.0338(8) Uani 1 1 d . . . . .
C10 C 1.1770(4) -0.1977(4) 0.2807(3) 0.0388(9) Uani 1 1 d . . . . .
H10 H 1.2514 -0.2386 0.3354 0.047 Uiso 1 1 calc R . . . .
C11 C 1.1993(5) -0.2483(4) 0.1954(3) 0.0422(9) Uani 1 1 d . . . . .
H11 H 1.2896 -0.3233 0.1911 0.051 Uiso 1 1 calc R . . . .
C12 C 1.0893(5) -0.1892(4) 0.1159(3) 0.0419(9) Uani 1 1 d . . . . .
H12 H 1.1033 -0.2239 0.0572 0.050 Uiso 1 1 calc R . . . .
C13 C 0.9590(4) -0.0793(4) 0.1228(3) 0.0402(9) Uani 1 1 d . . . . .
H13 H 0.8844 -0.0389 0.0680 0.048 Uiso 1 1 calc R . . . .
C14 C 0.9346(4) -0.0264(4) 0.2077(3) 0.0365(8) Uani 1 1 d . . . . .
O3 O 0.3845(3) 0.2775(3) 0.29356(19) 0.0407(6) Uani 1 1 d . . . . .
O4 O 0.5328(3) -0.0416(2) 0.14186(18) 0.0376(6) Uani 1 1 d . . . . .
N2 N 0.3118(3) 0.2339(3) 0.1438(2) 0.0348(7) Uani 1 1 d . . . . .
C15 C 0.2988(4) 0.0925(4) 0.2669(3) 0.0359(8) Uani 1 1 d . . . . .
H15 H 0.2005 0.1021 0.3062 0.043 Uiso 1 1 calc R . . . .
C16 C 0.3405(4) 0.2169(4) 0.2430(3) 0.0359(8) Uani 1 1 d . . . . .
C17 C 0.2658(4) 0.1179(4) 0.1531(3) 0.0365(8) Uani 1 1 d . . . . .
H17 H 0.1496 0.1419 0.1362 0.044 Uiso 1 1 calc R . . . .
C18 C 0.3093(4) 0.3368(4) 0.0581(3) 0.0376(9) Uani 1 1 d . . . . .
C19 C 0.1827(4) 0.3447(4) -0.0172(3) 0.0456(10) Uani 1 1 d . . . . .
H19A H 0.2154 0.2638 -0.0422 0.068 Uiso 1 1 calc GR . . . .
H19B H 0.1714 0.4176 -0.0725 0.068 Uiso 1 1 calc GR . . . .
H19C H 0.0801 0.3579 0.0148 0.068 Uiso 1 1 calc GR . . . .
C20 C 0.4728(4) 0.3017(4) 0.0121(3) 0.0469(10) Uani 1 1 d . . . . .
H20A H 0.5524 0.3026 0.0590 0.070 Uiso 1 1 calc GR . . . .
H20B H 0.4680 0.3651 -0.0490 0.070 Uiso 1 1 calc GR . . . .
H20C H 0.5031 0.2149 -0.0032 0.070 Uiso 1 1 calc GR . . . .
C21 C 0.2666(5) 0.4652(4) 0.0918(3) 0.0482(10) Uani 1 1 d . . . . .
H21A H 0.1632 0.4847 0.1235 0.072 Uiso 1 1 calc GR . . . .
H21B H 0.2597 0.5344 0.0343 0.072 Uiso 1 1 calc GR . . . .
H21C H 0.3493 0.4596 0.1394 0.072 Uiso 1 1 calc GR . . . .
C22 C 0.3679(4) 0.0105(4) 0.1044(3) 0.0377(8) Uani 1 1 d . . . . .
H22A H 0.3233 -0.0600 0.1156 0.045 Uiso 1 1 calc R . . . .
H22B H 0.3648 0.0435 0.0320 0.045 Uiso 1 1 calc R . . . .
C23 C 0.5471(4) -0.0895(4) 0.2435(3) 0.0344(8) Uani 1 1 d . . . . .
C24 C 0.6812(4) -0.1991(4) 0.2790(3) 0.0397(9) Uani 1 1 d . . . . .
H24 H 0.7566 -0.2397 0.2345 0.048 Uiso 1 1 calc R . . . .
C25 C 0.7019(4) -0.2474(4) 0.3802(3) 0.0414(9) Uani 1 1 d . . . . .
H25 H 0.7932 -0.3212 0.4055 0.050 Uiso 1 1 calc R . . . .
C26 C 0.5921(5) -0.1900(4) 0.4444(3) 0.0414(9) Uani 1 1 d . . . . .
H26 H 0.6068 -0.2253 0.5135 0.050 Uiso 1 1 calc R . . . .
C27 C 0.4591(4) -0.0802(4) 0.4086(3) 0.0383(9) Uani 1 1 d . . . . .
H27 H 0.3838 -0.0402 0.4534 0.046 Uiso 1 1 calc R . . . .
C28 C 0.4365(4) -0.0290(3) 0.3063(3) 0.0350(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.222(4) . ?
O2 C8 1.446(4) . ?
O2 C9 1.377(4) . ?
N1 C2 1.354(5) . ?
N1 C3 1.483(5) . ?
N1 C4 1.480(5) . ?
C1 C2 1.531(5) . ?
C1 C3 1.552(5) . ?
C1 C14 1.497(5) . ?
C3 C8 1.507(5) . ?
C4 C5 1.515(6) . ?
C4 C6 1.533(5) . ?
C4 C7 1.531(6) . ?
C9 C10 1.385(5) . ?
C9 C14 1.393(5) . ?
C10 C11 1.381(6) . ?
C11 C12 1.389(5) . ?
C12 C13 1.384(5) . ?
C13 C14 1.390(6) . ?
O3 C16 1.223(5) . ?
O4 C22 1.450(4) . ?
O4 C23 1.388(4) . ?
N2 C16 1.361(5) . ?
N2 C17 1.480(5) . ?
N2 C18 1.473(4) . ?
C15 C16 1.541(5) . ?
C15 C17 1.554(5) . ?
C15 C28 1.497(5) . ?
C17 C22 1.497(5) . ?
C18 C19 1.527(5) . ?
C18 C20 1.524(5) . ?
C18 C21 1.518(6) . ?
C23 C24 1.398(5) . ?
C23 C28 1.373(5) . ?
C24 C25 1.385(5) . ?
C25 C26 1.370(6) . ?
C26 C27 1.395(5) . ?
C27 C28 1.404(5) . ?

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
C9 O2 C8 113.9(3) . . ?
C2 N1 C3 94.1(3) . . ?
C2 N1 C4 129.3(3) . . ?
C4 N1 C3 132.5(3) . . ?
C2 C1 C3 84.7(3) . . ?
C14 C1 C2 116.5(3) . . ?
C14 C1 C3 115.3(3) . . ?
O1 C2 N1 132.4(4) . . ?
O1 C2 C1 134.3(4) . . ?
N1 C2 C1 93.3(3) . . ?
N1 C3 C1 87.6(3) . . ?
N1 C3 C8 117.2(3) . . ?
C8 C3 C1 113.5(3) . . ?
N1 C4 C5 109.5(3) . . ?
N1 C4 C6 108.4(3) . . ?
N1 C4 C7 108.2(3) . . ?
C5 C4 C6 110.3(3) . . ?
C5 C4 C7 110.1(4) . . ?
C7 C4 C6 110.2(3) . . ?
O2 C8 C3 112.0(3) . . ?
O2 C9 C10 118.3(3) . . ?
O2 C9 C14 120.6(3) . . ?
C10 C9 C14 121.1(3) . . ?
C11 C10 C9 120.1(3) . . ?
C10 C11 C12 119.8(4) . . ?
C13 C12 C11 119.5(4) . . ?
C12 C13 C14 121.7(4) . . ?
C9 C14 C1 119.8(3) . . ?
C13 C14 C1 122.4(3) . . ?
C13 C14 C9 117.8(3) . . ?
C23 O4 C22 112.6(3) . . ?
C16 N2 C17 94.1(3) . . ?
C16 N2 C18 133.7(3) . . ?
C18 N2 C17 131.9(3) . . ?
C16 C15 C17 84.5(3) . . ?
C28 C15 C16 114.8(3) . . ?
C28 C15 C17 114.1(3) . . ?
O3 C16 N2 133.0(4) . . ?
O3 C16 C15 133.7(3) . . ?
N2 C16 C15 93.2(3) . . ?
N2 C17 C15 88.2(3) . . ?
N2 C17 C22 117.4(3) . . ?
C22 C17 C15 114.0(3) . . ?
N2 C18 C19 107.5(3) . . ?
N2 C18 C20 109.4(3) . . ?
N2 C18 C21 109.5(3) . . ?
C20 C18 C19 109.7(3) . . ?
C21 C18 C19 110.1(3) . . ?
C21 C18 C20 110.5(3) . . ?
O4 C22 C17 112.5(3) . . ?
O4 C23 C24 117.0(3) . . ?
C28 C23 O4 121.2(3) . . ?
C28 C23 C24 121.8(3) . . ?
C25 C24 C23 118.7(4) . . ?
C26 C25 C24 120.7(3) . . ?
C25 C26 C27 120.4(4) . . ?
C26 C27 C28 119.8(4) . . ?
C23 C28 C15 120.7(3) . . ?
C23 C28 C27 118.6(3) . . ?
C27 C28 C15 120.6(3) . . ?

_olex2_exptl_crystal_mounting_method 'mounted on a nylon loop'
_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 1.844
_oxdiff_exptl_absorpt_empirical_full_min 0.591

####################################################################### 
# 
# 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_mdh013
_database_code_depnum_ccdc_archive 'CCDC 1529990'
_audit_update_record             
;
2017-01-27 deposited with the CCDC.
2017-05-12 downloaded from the CCDC.
;
_audit_creation_date             2015-03-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C21 H25 N O4'
_chemical_formula_sum            'C21 H25 N O4'
_chemical_formula_weight         355.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C21 H25 N O4'
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'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.6008(4)
_cell_length_b                   8.3244(3)
_cell_length_c                   15.3345(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.473(3)
_cell_angle_gamma                90
_cell_volume                     1838.38(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9994
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      75.1510
_cell_measurement_theta_min      3.0540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.717
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.294
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.1647
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17634
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.298
_diffrn_reflns_theta_min         3.069
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -108.00  -13.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  147.0000  -73.0000 95

#__ type_ start__ end____ width___ exp.time_
  2 omega -114.00  -59.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798 -147.0000 -123.0000 55

#__ type_ start__ end____ width___ exp.time_
  3 omega  -95.00   -1.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  124.0000  121.0000 94

#__ type_ start__ end____ width___ exp.time_
  4 omega   35.00  112.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6798 -147.0000 -123.0000 77

#__ type_ start__ end____ width___ exp.time_
  5 omega   95.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  124.0000  121.0000 83

#__ type_ start__ end____ width___ exp.time_
  6 omega   36.00  133.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316 -147.0000 -123.0000 97

#__ type_ start__ end____ width___ exp.time_
  7 omega   36.00  121.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316 -124.0000   42.0000 85

#__ type_ start__ end____ width___ exp.time_
  8 omega   81.00  174.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  147.0000  -73.0000 93

#__ type_ start__ end____ width___ exp.time_
  9 omega  -50.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798   38.0000   60.0000 83

#__ type_ start__ end____ width___ exp.time_
 10 omega  -50.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798   38.0000  -60.0000 83

#__ type_ start__ end____ width___ exp.time_
 11 omega   26.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  -94.0000   60.0000 83

#__ type_ start__ end____ width___ exp.time_
 12 omega   81.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316   30.0000  -60.0000 97

#__ type_ start__ end____ width___ exp.time_
 13 omega   36.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  -45.0000   60.0000 62

#__ type_ start__ end____ width___ exp.time_
 14 omega   33.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  -30.0000 -120.0000 58

#__ type_ start__ end____ width___ exp.time_
 15 omega   36.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  -45.0000 -180.0000 62

#__ type_ start__ end____ width___ exp.time_
 16 omega -115.00  -14.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  -57.0000   30.0000 101

#__ type_ start__ end____ width___ exp.time_
 17 omega -115.00  -14.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  -57.0000  150.0000 101

#__ type_ start__ end____ width___ exp.time_
 18 omega -118.00   -9.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  -77.0000  -60.0000 109

#__ type_ start__ end____ width___ exp.time_
 19 omega    9.00  118.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6798   77.0000 -120.0000 109

#__ type_ start__ end____ width___ exp.time_
 20 omega   83.00  176.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316   45.0000 -150.0000 93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1055495000
_diffrn_orient_matrix_UB_12      -0.0273568000
_diffrn_orient_matrix_UB_13      0.0232928000
_diffrn_orient_matrix_UB_21      -0.0150275000
_diffrn_orient_matrix_UB_22      -0.1824209000
_diffrn_orient_matrix_UB_23      -0.0114386000
_diffrn_orient_matrix_UB_31      0.0084255000
_diffrn_orient_matrix_UB_32      0.0152558000
_diffrn_orient_matrix_UB_33      -0.0985133000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3279
_reflns_number_total             3696
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3696
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.045
_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)+(0.0570P)²+0.5395P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1008
_refine_ls_wR_factor_ref         0.1053
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C13(H13), C10(H10), C20(H20), C12(H12), C19(H19), C21(H21), C18(H18),
 C17(H17)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C14(H14A,H14B,H14C), C6(H6A,H6B,H6C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O2 O 0.12235(6) 0.09598(11) 0.80425(5) 0.0227(2) Uani 1 1 d . . . . .
O1 O 0.01319(6) 0.36736(10) 0.67753(6) 0.0221(2) Uani 1 1 d . . . . .
H1 H -0.0271 0.4379 0.6813 0.033 Uiso 1 1 calc GR . . . .
O4 O 0.33399(6) 0.11665(10) 0.66478(5) 0.0210(2) Uani 1 1 d . . . . .
O3 O 0.37239(6) -0.48336(11) 0.49720(6) 0.0267(2) Uani 1 1 d . . . . .
N1 N 0.14115(7) 0.06703(12) 0.65583(6) 0.0189(2) Uani 1 1 d . . . . .
C9 C 0.16159(9) -0.24049(15) 0.50007(8) 0.0216(3) Uani 1 1 d . . . . .
H9 H 0.1072 -0.2059 0.4619 0.026 Uiso 1 1 calc R . . . .
C11 C 0.30458(9) -0.38782(14) 0.52227(8) 0.0212(3) Uani 1 1 d . . . . .
C8 C 0.17631(8) -0.19150(14) 0.58771(8) 0.0200(3) Uani 1 1 d . . . . .
C13 C 0.25676(9) -0.24260(15) 0.64242(8) 0.0221(3) Uani 1 1 d . . . . .
H13 H 0.2679 -0.2102 0.7026 0.026 Uiso 1 1 calc R . . . .
C10 C 0.22481(9) -0.33940(15) 0.46667(8) 0.0228(3) Uani 1 1 d . . . . .
H10 H 0.2133 -0.3731 0.4067 0.027 Uiso 1 1 calc R . . . .
C20 C 0.56044(9) -0.07649(17) 0.69853(8) 0.0249(3) Uani 1 1 d . . . . .
H20 H 0.5922 -0.1570 0.7357 0.030 Uiso 1 1 calc R . . . .
C1 C 0.14219(8) 0.14201(14) 0.73380(8) 0.0180(2) Uani 1 1 d . . . . .
C4 C 0.10368(8) 0.43692(14) 0.69813(8) 0.0189(3) Uani 1 1 d . . . . .
H4 H 0.1123 0.5163 0.6512 0.023 Uiso 1 1 calc R . . . .
C7 C 0.10562(8) -0.08876(15) 0.62345(9) 0.0225(3) Uani 1 1 d . . . . .
H7A H 0.0516 -0.0722 0.5761 0.027 Uiso 1 1 calc R . . . .
H7B H 0.0836 -0.1472 0.6723 0.027 Uiso 1 1 calc R . . . .
C12 C 0.32069(9) -0.33970(15) 0.61061(8) 0.0226(3) Uani 1 1 d . . . . .
H12 H 0.3753 -0.3735 0.6487 0.027 Uiso 1 1 calc R . . . .
C19 C 0.60468(9) -0.00050(16) 0.63645(9) 0.0259(3) Uani 1 1 d . . . . .
H19 H 0.6663 -0.0293 0.6305 0.031 Uiso 1 1 calc R . . . .
C2 C 0.17405(8) 0.30088(14) 0.69876(8) 0.0178(2) Uani 1 1 d . . . . .
H2 H 0.2375 0.3326 0.7289 0.021 Uiso 1 1 calc R . . . .
C5 C 0.11671(9) 0.52137(16) 0.78728(8) 0.0247(3) Uani 1 1 d . . . . .
H5A H 0.0680 0.6024 0.7872 0.037 Uiso 1 1 calc GR . . . .
H5B H 0.1777 0.5736 0.7981 0.037 Uiso 1 1 calc GR . . . .
H5C H 0.1128 0.4425 0.8340 0.037 Uiso 1 1 calc GR . . . .
C3 C 0.17684(8) 0.20619(14) 0.61098(8) 0.0183(3) Uani 1 1 d . . . . .
C16 C 0.42356(8) 0.08269(15) 0.65237(8) 0.0198(3) Uani 1 1 d . . . . .
C21 C 0.47018(9) -0.03576(16) 0.70667(8) 0.0232(3) Uani 1 1 d . . . . .
H21 H 0.4402 -0.0884 0.7492 0.028 Uiso 1 1 calc R . . . .
C18 C 0.55815(9) 0.11746(17) 0.58340(10) 0.0299(3) Uani 1 1 d . . . . .
H18 H 0.5883 0.1700 0.5410 0.036 Uiso 1 1 calc R . . . .
C14 C 0.35881(11) -0.53643(19) 0.40740(9) 0.0360(3) Uani 1 1 d . . . . .
H14A H 0.3523 -0.4430 0.3680 0.054 Uiso 1 1 calc GR . . . .
H14B H 0.3025 -0.6022 0.3954 0.054 Uiso 1 1 calc GR . . . .
H14C H 0.4124 -0.6005 0.3973 0.054 Uiso 1 1 calc GR . . . .
C15 C 0.27419(8) 0.18126(15) 0.58973(8) 0.0202(3) Uani 1 1 d . . . . .
H15A H 0.2715 0.1067 0.5391 0.024 Uiso 1 1 calc R . . . .
H15B H 0.2993 0.2851 0.5729 0.024 Uiso 1 1 calc R . . . .
C6 C 0.11409(9) 0.26162(17) 0.52744(8) 0.0240(3) Uani 1 1 d . . . . .
H6A H 0.1111 0.1780 0.4821 0.036 Uiso 1 1 calc GR . . . .
H6B H 0.1391 0.3606 0.5059 0.036 Uiso 1 1 calc GR . . . .
H6C H 0.0516 0.2821 0.5405 0.036 Uiso 1 1 calc GR . . . .
C17 C 0.46772(9) 0.16044(16) 0.59120(9) 0.0269(3) Uani 1 1 d . . . . .
H17 H 0.4366 0.2426 0.5548 0.032 Uiso 1 1 calc R . . . .


_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
O2 C1 1.2252(14) . ?
O1 H1 0.8400 . ?
O1 C4 1.4294(14) . ?
O4 C16 1.3814(14) . ?
O4 C15 1.4301(14) . ?
O3 C11 1.3733(15) . ?
O3 C14 1.4287(17) . ?
N1 C1 1.3466(15) . ?
N1 C7 1.4535(15) . ?
N1 C3 1.4848(15) . ?
C9 H9 0.9500 . ?
C9 C8 1.3869(17) . ?
C9 C10 1.3957(17) . ?
C11 C10 1.3853(18) . ?
C11 C12 1.3949(17) . ?
C8 C13 1.3929(17) . ?
C8 C7 1.5111(17) . ?
C13 H13 0.9500 . ?
C13 C12 1.3829(18) . ?
C10 H10 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.3878(19) . ?
C20 C21 1.3861(18) . ?
C1 C2 1.5285(16) . ?
C4 H4 1.0000 . ?
C4 C2 1.5281(16) . ?
C4 C5 1.5210(17) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C12 H12 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.3804(19) . ?
C2 H2 1.0000 . ?
C2 C3 1.5662(16) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C3 C15 1.5239(16) . ?
C3 C6 1.5188(17) . ?
C16 C21 1.3937(18) . ?
C16 C17 1.3833(18) . ?
C21 H21 0.9500 . ?
C18 H18 0.9500 . ?
C18 C17 1.3921(18) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C17 H17 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O1 H1 109.5 . . ?
C16 O4 C15 115.63(9) . . ?
C11 O3 C14 117.18(10) . . ?
C1 N1 C7 131.92(10) . . ?
C1 N1 C3 95.51(9) . . ?
C7 N1 C3 132.12(10) . . ?
C8 C9 H9 119.2 . . ?
C8 C9 C10 121.51(12) . . ?
C10 C9 H9 119.2 . . ?
O3 C11 C10 124.61(11) . . ?
O3 C11 C12 115.09(11) . . ?
C10 C11 C12 120.30(11) . . ?
C9 C8 C13 118.34(11) . . ?
C9 C8 C7 120.78(11) . . ?
C13 C8 C7 120.87(11) . . ?
C8 C13 H13 119.4 . . ?
C12 C13 C8 121.15(11) . . ?
C12 C13 H13 119.4 . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 119.05(11) . . ?
C11 C10 H10 120.5 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C21 C20 C19 120.46(12) . . ?
O2 C1 N1 131.93(11) . . ?
O2 C1 C2 135.27(11) . . ?
N1 C1 C2 92.78(9) . . ?
O1 C4 H4 109.3 . . ?
O1 C4 C2 107.29(9) . . ?
O1 C4 C5 111.12(10) . . ?
C2 C4 H4 109.3 . . ?
C5 C4 H4 109.3 . . ?
C5 C4 C2 110.63(10) . . ?
N1 C7 C8 113.72(10) . . ?
N1 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C8 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C11 C12 H12 120.2 . . ?
C13 C12 C11 119.65(11) . . ?
C13 C12 H12 120.2 . . ?
C20 C19 H19 120.4 . . ?
C18 C19 C20 119.28(12) . . ?
C18 C19 H19 120.4 . . ?
C1 C2 H2 112.2 . . ?
C1 C2 C3 85.36(8) . . ?
C4 C2 C1 113.59(9) . . ?
C4 C2 H2 112.2 . . ?
C4 C2 C3 118.70(10) . . ?
C3 C2 H2 112.2 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C3 C2 86.20(8) . . ?
N1 C3 C15 113.80(10) . . ?
N1 C3 C6 114.76(10) . . ?
C15 C3 C2 114.17(9) . . ?
C6 C3 C2 118.34(10) . . ?
C6 C3 C15 108.39(10) . . ?
O4 C16 C21 116.29(11) . . ?
O4 C16 C17 123.72(11) . . ?
C17 C16 C21 119.98(11) . . ?
C20 C21 C16 119.83(12) . . ?
C20 C21 H21 120.1 . . ?
C16 C21 H21 120.1 . . ?
C19 C18 H18 119.5 . . ?
C19 C18 C17 120.93(12) . . ?
C17 C18 H18 119.5 . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O4 C15 C3 110.28(9) . . ?
O4 C15 H15A 109.6 . . ?
O4 C15 H15B 109.6 . . ?
C3 C15 H15A 109.6 . . ?
C3 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C16 C17 C18 119.51(12) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C4 -61.94(18) . . . . ?
O2 C1 C2 C3 178.70(14) . . . . ?
O1 C4 C2 C1 -35.15(13) . . . . ?
O1 C4 C2 C3 62.81(13) . . . . ?
O4 C16 C21 C20 -179.80(11) . . . . ?
O4 C16 C17 C18 -179.85(12) . . . . ?
O3 C11 C10 C9 -179.26(11) . . . . ?
O3 C11 C12 C13 179.71(11) . . . . ?
N1 C1 C2 C4 116.55(10) . . . . ?
N1 C1 C2 C3 -2.80(9) . . . . ?
N1 C3 C15 O4 -46.41(13) . . . . ?
C9 C8 C13 C12 0.02(18) . . . . ?
C9 C8 C7 N1 -118.65(12) . . . . ?
C8 C9 C10 C11 -0.84(19) . . . . ?
C8 C13 C12 C11 -0.08(19) . . . . ?
C13 C8 C7 N1 62.91(15) . . . . ?
C10 C9 C8 C13 0.45(18) . . . . ?
C10 C9 C8 C7 -178.03(11) . . . . ?
C10 C11 C12 C13 -0.31(19) . . . . ?
C20 C19 C18 C17 -0.2(2) . . . . ?
C1 N1 C7 C8 -126.70(13) . . . . ?
C1 N1 C3 C2 -2.89(9) . . . . ?
C1 N1 C3 C15 111.89(10) . . . . ?
C1 N1 C3 C6 -122.45(11) . . . . ?
C1 C2 C3 N1 2.54(8) . . . . ?
C1 C2 C3 C15 -111.88(10) . . . . ?
C1 C2 C3 C6 118.71(11) . . . . ?
C4 C2 C3 N1 -111.87(10) . . . . ?
C4 C2 C3 C15 133.70(11) . . . . ?
C4 C2 C3 C6 4.29(15) . . . . ?
C7 N1 C1 O2 8.7(2) . . . . ?
C7 N1 C1 C2 -169.87(12) . . . . ?
C7 N1 C3 C2 169.91(12) . . . . ?
C7 N1 C3 C15 -75.31(15) . . . . ?
C7 N1 C3 C6 50.36(16) . . . . ?
C7 C8 C13 C12 178.49(11) . . . . ?
C12 C11 C10 C9 0.76(18) . . . . ?
C19 C20 C21 C16 -0.2(2) . . . . ?
C19 C18 C17 C16 -0.7(2) . . . . ?
C2 C3 C15 O4 50.40(13) . . . . ?
C5 C4 C2 C1 86.20(12) . . . . ?
C5 C4 C2 C3 -175.84(10) . . . . ?
C3 N1 C1 O2 -178.46(13) . . . . ?
C3 N1 C1 C2 2.96(9) . . . . ?
C3 N1 C7 C8 62.95(16) . . . . ?
C16 O4 C15 C3 177.51(10) . . . . ?
C21 C20 C19 C18 0.7(2) . . . . ?
C21 C16 C17 C18 1.1(2) . . . . ?
C14 O3 C11 C10 -0.28(18) . . . . ?
C14 O3 C11 C12 179.70(12) . . . . ?
C15 O4 C16 C21 -154.36(11) . . . . ?
C15 O4 C16 C17 26.56(16) . . . . ?
C6 C3 C15 O4 -175.38(10) . . . . ?
C17 C16 C21 C20 -0.69(19) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_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
5 4 -6 0.0731 5.0137 3.9896 -5.9931 0.2804 -0.7346 0.6935
-5 -4 -4 0.0970 -5.0074 -4.0031 -3.9971 -0.5121 0.8512 0.2905
-3 -1 10 0.1035 -3.0103 -0.9851 9.9903 -0.0581 0.1107 -1.0246
-1 1 10 0.1022 -1.0057 1.0140 9.9909 0.0988 -0.2842 -0.9772
1 3 8 0.1331 1.0000 3.0104 7.9935 0.2094 -0.6556 -0.7331
-9 1 0 0.0561 -9.0066 1.0044 0.0023 -0.9781 -0.0479 -0.0608
9 -1 -2 0.0955 9.0079 -1.0071 -2.0003 0.9317 0.0712 0.2576
0 1 -10 0.1308 0.0076 0.9865 -9.9897 -0.2589 -0.0658 0.9992
9 1 -1 0.0847 9.0100 0.9943 -1.0003 0.9005 -0.3053 0.1896
5 0 8 0.0997 4.9995 0.0084 7.9912 0.7136 -0.1681 -0.7450
0 -3 8 0.1173 -0.0091 -2.9893 7.9907 0.2669 0.4540 -0.8329
4 -4 -7 0.1387 4.0024 -4.0115 -6.9960 0.3692 0.7517 0.6617
4 -5 -2 0.1340 3.9980 -5.0048 -2.0014 0.5123 0.8758 0.1545

_olex2_exptl_crystal_mounting_method 'mounted on a nylon loop'
_olex2_submission_special_instructions 'No special instructions were received'

####################################################################### 
# 
# 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_mdh012
_database_code_depnum_ccdc_archive 'CCDC 1529989'
_audit_update_record             
;
2017-01-27 deposited with the CCDC.
2017-05-12 downloaded from the CCDC.
;
_audit_creation_date             2015-03-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H19 N O4'
_chemical_formula_sum            'C19 H19 N O4'
_chemical_formula_weight         325.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C19 H19 N O4'
_chemical_oxdiff_usercomment     NP265
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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6298(2)
_cell_length_b                   18.0069(7)
_cell_length_c                   18.6575(6)
_cell_angle_alpha                96.857(3)
_cell_angle_beta                 98.399(3)
_cell_angle_gamma                100.637(3)
_cell_volume                     2463.87(15)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    9543
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      74.9540
_cell_measurement_theta_min      3.2070
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.757
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.509
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.1346
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            36965
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.302
_diffrn_reflns_theta_min         3.226
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -97.00   -3.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  127.0000  100.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega -114.00  -62.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798 -143.0000 -144.0000 52

#__ type_ start__ end____ width___ exp.time_
  3 omega   25.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6798 -127.0000   25.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega   33.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6798 -143.0000 -144.0000 76

#__ type_ start__ end____ width___ exp.time_
  5 omega   84.00  176.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  143.0000  -89.0000 92

#__ type_ start__ end____ width___ exp.time_
  6 omega   93.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  127.0000  100.0000 85

#__ type_ start__ end____ width___ exp.time_
  7 omega   37.00  130.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316 -143.0000 -144.0000 93

#__ type_ start__ end____ width___ exp.time_
  8 omega   36.00  122.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316 -127.0000   25.0000 86

#__ type_ start__ end____ width___ exp.time_
  9 omega -105.00  -12.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  143.0000  -89.0000 93

#__ type_ start__ end____ width___ exp.time_
 10 omega  -50.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798   38.0000 -150.0000 83

#__ type_ start__ end____ width___ exp.time_
 11 omega -116.00  -17.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  -38.0000   30.0000 99

#__ type_ start__ end____ width___ exp.time_
 12 omega  -50.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798   38.0000  -30.0000 83

#__ type_ start__ end____ width___ exp.time_
 13 omega   33.00  142.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  -77.0000  -90.0000 109

#__ type_ start__ end____ width___ exp.time_
 14 omega   36.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  -45.0000   30.0000 62

#__ type_ start__ end____ width___ exp.time_
 15 omega   26.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  -94.0000   30.0000 83

#__ type_ start__ end____ width___ exp.time_
 16 omega   26.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  -94.0000 -150.0000 83

#__ type_ start__ end____ width___ exp.time_
 17 omega   81.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316   30.0000  -30.0000 97

#__ type_ start__ end____ width___ exp.time_
 18 omega   36.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316  -45.0000 -180.0000 62

#__ type_ start__ end____ width___ exp.time_
 19 omega   81.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316   30.0000   60.0000 97

#__ type_ start__ end____ width___ exp.time_
 20 omega -118.00   -9.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  -77.0000 -150.0000 109

#__ type_ start__ end____ width___ exp.time_
 21 omega -118.00   -9.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  -77.0000   30.0000 109

#__ type_ start__ end____ width___ exp.time_
 22 omega -118.00   -9.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6798  -77.0000  -60.0000 109

#__ type_ start__ end____ width___ exp.time_
 23 omega   14.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6798   57.0000  150.0000 101

#__ type_ start__ end____ width___ exp.time_
 24 omega  -33.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6798  -38.0000    0.0000 99

#__ type_ start__ end____ width___ exp.time_
 25 omega    9.00  118.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6798   77.0000 -150.0000 109

#__ type_ start__ end____ width___ exp.time_
 26 omega   81.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316   30.0000 -150.0000 97

#__ type_ start__ end____ width___ exp.time_
 27 omega   83.00  129.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316   45.0000    0.0000 46

#__ type_ start__ end____ width___ exp.time_
 28 omega   81.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316   30.0000  -90.0000 97

#__ type_ start__ end____ width___ exp.time_
 29 omega   81.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      109.1316   30.0000  120.0000 97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0355767000
_diffrn_orient_matrix_UB_12      -0.0678958000
_diffrn_orient_matrix_UB_13      0.0389429000
_diffrn_orient_matrix_UB_21      0.0075432000
_diffrn_orient_matrix_UB_22      0.0483546000
_diffrn_orient_matrix_UB_23      0.0747239000
_diffrn_orient_matrix_UB_31      -0.2053663000
_diffrn_orient_matrix_UB_32      -0.0283785000
_diffrn_orient_matrix_UB_33      -0.0052806000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6755
_reflns_number_total             9909
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     655
_refine_ls_number_reflns         9909
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0538
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0789P)²+0.0838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1349
_refine_ls_wR_factor_ref         0.1610
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C32(H32A,H32B), C41(H41A,H41B), C3(H3A,H3B), C22(H22A,H22B),
 C51(H51A,H51B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C7(H7), C25(H25), C44(H44), C47(H47), C28(H28), C48(H48),
 C6(H6), C45(H45), C18(H18), C53(H53), C54(H54), C26(H26), C36(H36), C57(H57),
 C56(H56), C37(H37), C19(H19), C34(H34), C29(H29), C16(H16), C15(H15), C38(H38),
  C55(H55), C35(H35), C17(H17)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C49(H49A,H49B,H49C), C30(H30A,H30B,H30C), C12(H12A,H12B,
 H12C), C50(H50A,H50B,H50C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
O3 O 0.18900(19) 0.29608(8) 0.56263(8) 0.0311(3) Uani 1 1 d . . . . .
O6 O 0.45985(18) 0.32876(8) 0.95904(8) 0.0306(3) Uani 1 1 d . . . . .
O2 O 0.16026(18) -0.04446(8) 0.62021(8) 0.0294(3) Uani 1 1 d . . . . .
O12 O 0.37028(19) 0.59449(8) 0.43489(7) 0.0305(3) Uani 1 1 d . . . . .
O11 O -0.08315(18) 0.92304(8) 0.23428(8) 0.0306(3) Uani 1 1 d . . . . .
O8 O 0.9075(2) 0.22136(8) 1.06297(8) 0.0324(4) Uani 1 1 d . . . . .
O4 O 0.61178(19) -0.03602(8) 0.75616(7) 0.0289(3) Uani 1 1 d . . . . .
O10 O -0.09711(18) 0.58513(8) 0.29894(8) 0.0305(3) Uani 1 1 d . . . . .
O7 O 0.45852(19) 0.64874(8) 0.85223(8) 0.0309(3) Uani 1 1 d . . . . .
N2 N 0.7506(2) 0.35135(9) 0.94195(9) 0.0247(4) Uani 1 1 d . . . . .
N1 N 0.4558(2) -0.01831(9) 0.61259(9) 0.0240(4) Uani 1 1 d . . . . .
N3 N 0.1984(2) 0.61322(9) 0.29113(9) 0.0236(4) Uani 1 1 d . . . . .
C4 C 0.2867(3) 0.00180(11) 0.60803(10) 0.0246(4) Uani 1 1 d . . . . .
C46 C -0.0633(3) 0.85107(11) 0.24441(11) 0.0248(4) Uani 1 1 d . . . . .
C9 C 0.0621(3) 0.16024(11) 0.55606(11) 0.0265(4) Uani 1 1 d . . . . .
H9 H -0.0570 0.1660 0.5383 0.032 Uiso 1 1 calc R . . . .
C10 C 0.0942(3) 0.08928(11) 0.56793(10) 0.0249(4) Uani 1 1 d . . . . .
H10 H -0.0044 0.0467 0.5592 0.030 Uiso 1 1 calc R . . . .
C24 C 0.5613(3) 0.44672(11) 0.91872(10) 0.0249(4) Uani 1 1 d . . . . .
C5 C 0.2679(3) 0.07896(11) 0.59238(10) 0.0229(4) Uani 1 1 d . . . . .
C8 C 0.2054(3) 0.22314(11) 0.57021(11) 0.0261(4) Uani 1 1 d . . . . .
C1 C 0.6154(3) 0.00215(11) 0.58408(10) 0.0251(4) Uani 1 1 d . . . . .
C21 C 0.7965(3) 0.27819(11) 0.96154(11) 0.0254(4) Uani 1 1 d . . . . .
C7 C 0.3802(3) 0.21361(11) 0.59461(11) 0.0266(4) Uani 1 1 d . . . . .
H7 H 0.4784 0.2564 0.6038 0.032 Uiso 1 1 calc R . . . .
C25 C 0.7034(3) 0.51009(11) 0.92808(11) 0.0276(5) Uani 1 1 d . . . . .
H25 H 0.8219 0.5062 0.9491 0.033 Uiso 1 1 calc R . . . .
C44 C 0.1466(3) 0.77259(11) 0.28080(11) 0.0256(4) Uani 1 1 d . . . . .
H44 H 0.2671 0.7674 0.2970 0.031 Uiso 1 1 calc R . . . .
C43 C 0.0055(3) 0.70870(11) 0.26964(10) 0.0228(4) Uani 1 1 d . . . . .
C47 C -0.2061(3) 0.78753(11) 0.23239(11) 0.0266(4) Uani 1 1 d . . . . .
H47 H -0.3263 0.7923 0.2150 0.032 Uiso 1 1 calc R . . . .
C27 C 0.5002(3) 0.58400(11) 0.87615(11) 0.0254(4) Uani 1 1 d . . . . .
C28 C 0.3565(3) 0.52221(11) 0.86815(11) 0.0273(4) Uani 1 1 d . . . . .
H28 H 0.2378 0.5265 0.8479 0.033 Uiso 1 1 calc R . . . .
C23 C 0.5825(3) 0.37220(11) 0.94078(11) 0.0257(4) Uani 1 1 d . . . . .
C48 C -0.1696(3) 0.71758(11) 0.24621(11) 0.0261(4) Uani 1 1 d . . . . .
H48 H -0.2668 0.6746 0.2395 0.031 Uiso 1 1 calc R . . . .
C42 C 0.0286(3) 0.63210(11) 0.28649(10) 0.0243(4) Uani 1 1 d . . . . .
C2 C 0.4992(3) -0.09220(11) 0.63083(11) 0.0261(4) Uani 1 1 d . . . . .
C6 C 0.4115(3) 0.14265(11) 0.60543(11) 0.0268(4) Uani 1 1 d . . . . .
H6 H 0.5313 0.1367 0.6219 0.032 Uiso 1 1 calc R . . . .
C45 C 0.1133(3) 0.84311(11) 0.26858(11) 0.0265(4) Uani 1 1 d . . . . .
H45 H 0.2105 0.8862 0.2766 0.032 Uiso 1 1 calc R . . . .
C13 C 0.4947(3) -0.10035(11) 0.71023(11) 0.0275(4) Uani 1 1 d . . . . .
H13A H 0.3696 -0.1037 0.7200 0.033 Uiso 1 1 calc R . . . .
H13B H 0.5342 -0.1478 0.7210 0.033 Uiso 1 1 calc R . . . .
C14 C 0.6322(3) -0.03740(11) 0.83044(11) 0.0267(4) Uani 1 1 d . . . . .
C20 C 0.9032(3) 0.36887(12) 0.90791(11) 0.0267(4) Uani 1 1 d . . . . .
C32 C 0.8230(3) 0.28241(11) 1.04419(11) 0.0272(4) Uani 1 1 d . . . . .
H32A H 0.9002 0.3321 1.0680 0.033 Uiso 1 1 calc R . . . .
H32B H 0.7047 0.2775 1.0610 0.033 Uiso 1 1 calc R . . . .
C18 C 0.8068(3) 0.01843(13) 0.94830(12) 0.0368(5) Uani 1 1 d . . . . .
H18 H 0.9043 0.0552 0.9776 0.044 Uiso 1 1 calc R . . . .
C53 C 0.2843(3) 0.54143(12) 0.54241(12) 0.0319(5) Uani 1 1 d . . . . .
H53 H 0.1953 0.5010 0.5133 0.038 Uiso 1 1 calc R . . . .
C52 C 0.3896(3) 0.59424(11) 0.50945(11) 0.0272(4) Uani 1 1 d . . . . .
C54 C 0.3103(3) 0.54830(13) 0.61836(12) 0.0350(5) Uani 1 1 d . . . . .
H54 H 0.2379 0.5124 0.6410 0.042 Uiso 1 1 calc R . . . .
C26 C 0.6736(3) 0.57825(11) 0.90712(11) 0.0281(5) Uani 1 1 d . . . . .
H26 H 0.7711 0.6211 0.9138 0.034 Uiso 1 1 calc R . . . .
C33 C 0.9322(3) 0.21224(12) 1.13573(11) 0.0281(5) Uani 1 1 d . . . . .
C39 C 0.3536(3) 0.63326(11) 0.25943(11) 0.0250(4) Uani 1 1 d . . . . .
C41 C 0.4318(3) 0.56777(11) 0.28502(11) 0.0271(4) Uani 1 1 d . . . . .
H41A H 0.5359 0.5835 0.3259 0.033 Uiso 1 1 calc R . . . .
H41B H 0.4584 0.5324 0.2451 0.033 Uiso 1 1 calc R . . . .
C36 C 0.9927(3) 0.18343(12) 1.27967(12) 0.0335(5) Uani 1 1 d . . . . .
H36 H 1.0125 0.1734 1.3287 0.040 Uiso 1 1 calc R . . . .
C57 C 0.5236(3) 0.65180(12) 0.55211(11) 0.0308(5) Uani 1 1 d . . . . .
H57 H 0.5981 0.6870 0.5296 0.037 Uiso 1 1 calc R . . . .
C3 C 0.6873(3) -0.06574(12) 0.60842(11) 0.0301(5) Uani 1 1 d . . . . .
H3A H 0.7898 -0.0521 0.6500 0.036 Uiso 1 1 calc R . . . .
H3B H 0.7136 -0.1007 0.5681 0.036 Uiso 1 1 calc R . . . .
C56 C 0.5479(3) 0.65757(12) 0.62791(12) 0.0346(5) Uani 1 1 d . . . . .
H56 H 0.6396 0.6969 0.6571 0.041 Uiso 1 1 calc R . . . .
C22 C 0.9721(3) 0.29906(11) 0.92885(11) 0.0287(5) Uani 1 1 d . . . . .
H22A H 1.0848 0.3111 0.9656 0.034 Uiso 1 1 calc R . . . .
H22B H 0.9811 0.2620 0.8865 0.034 Uiso 1 1 calc R . . . .
C37 C 0.9216(3) 0.24598(12) 1.26310(12) 0.0331(5) Uani 1 1 d . . . . .
H37 H 0.8941 0.2793 1.3014 0.040 Uiso 1 1 calc R . . . .
C51 C 0.2499(3) 0.53115(11) 0.38917(11) 0.0263(4) Uani 1 1 d . . . . .
H51A H 0.1264 0.5279 0.4008 0.032 Uiso 1 1 calc R . . . .
H51B H 0.2893 0.4833 0.3984 0.032 Uiso 1 1 calc R . . . .
C19 C 0.7753(3) 0.01625(12) 0.87305(12) 0.0315(5) Uani 1 1 d . . . . .
H19 H 0.8510 0.0512 0.8507 0.038 Uiso 1 1 calc R . . . .
C40 C 0.2471(3) 0.54007(11) 0.30949(11) 0.0247(4) Uani 1 1 d . . . . .
C34 C 1.0057(3) 0.14983(12) 1.15194(12) 0.0308(5) Uani 1 1 d . . . . .
H34 H 1.0359 0.1171 1.1139 0.037 Uiso 1 1 calc R . . . .
C29 C 0.3875(3) 0.45457(12) 0.88980(11) 0.0275(4) Uani 1 1 d . . . . .
H29 H 0.2888 0.4125 0.8850 0.033 Uiso 1 1 calc R . . . .
C16 C 0.5540(4) -0.08519(14) 0.93858(13) 0.0425(6) Uani 1 1 d . . . . .
H16 H 0.4779 -0.1198 0.9611 0.051 Uiso 1 1 calc R . . . .
C15 C 0.5201(3) -0.08803(12) 0.86279(12) 0.0323(5) Uani 1 1 d . . . . .
H15 H 0.4213 -0.1242 0.8336 0.039 Uiso 1 1 calc R . . . .
C38 C 0.8895(3) 0.26094(12) 1.19137(11) 0.0301(5) Uani 1 1 d . . . . .
H38 H 0.8394 0.3037 1.1806 0.036 Uiso 1 1 calc R . . . .
C11 C 0.0152(3) 0.30818(12) 0.53295(13) 0.0373(5) Uani 1 1 d . . . . .
H11A H -0.0221 0.2808 0.4828 0.056 Uiso 1 1 calc GR . . . .
H11B H 0.0212 0.3630 0.5325 0.056 Uiso 1 1 calc GR . . . .
H11C H -0.0730 0.2891 0.5632 0.056 Uiso 1 1 calc GR . . . .
C49 C -0.2604(3) 0.93380(12) 0.20729(12) 0.0340(5) Uani 1 1 d . . . . .
H49A H -0.3055 0.9026 0.1591 0.051 Uiso 1 1 calc GR . . . .
H49B H -0.2554 0.9878 0.2029 0.051 Uiso 1 1 calc GR . . . .
H49C H -0.3417 0.9183 0.2413 0.051 Uiso 1 1 calc GR . . . .
C55 C 0.4401(3) 0.60665(13) 0.66144(12) 0.0357(5) Uani 1 1 d . . . . .
H55 H 0.4551 0.6117 0.7134 0.043 Uiso 1 1 calc R . . . .
C35 C 1.0347(3) 0.13552(12) 1.22351(12) 0.0323(5) Uani 1 1 d . . . . .
H35 H 1.0838 0.0925 1.2343 0.039 Uiso 1 1 calc R . . . .
C30 C 0.6040(3) 0.71335(12) 0.85748(13) 0.0411(6) Uani 1 1 d . . . . .
H30A H 0.6949 0.6988 0.8296 0.062 Uiso 1 1 calc GR . . . .
H30B H 0.6596 0.7303 0.9090 0.062 Uiso 1 1 calc GR . . . .
H30C H 0.5567 0.7550 0.8374 0.062 Uiso 1 1 calc GR . . . .
C17 C 0.6971(3) -0.03266(14) 0.98130(12) 0.0425(6) Uani 1 1 d . . . . .
H17 H 0.7202 -0.0315 1.0329 0.051 Uiso 1 1 calc R . . . .
O1 O 0.66809(18) 0.05342(8) 0.55195(8) 0.0288(3) Uani 1 1 d . . . . .
O5 O 0.95343(18) 0.42019(8) 0.87518(8) 0.0305(3) Uani 1 1 d . . . . .
O9 O 0.39816(18) 0.68322(8) 0.22416(7) 0.0280(3) Uani 1 1 d . . . . .
C12 C 0.3825(3) -0.16214(12) 0.58177(11) 0.0333(5) Uani 1 1 d . . . . .
H12A H 0.2589 -0.1692 0.5924 0.050 Uiso 1 1 calc GR . . . .
H12B H 0.4323 -0.2072 0.5908 0.050 Uiso 1 1 calc GR . . . .
H12C H 0.3807 -0.1553 0.5304 0.050 Uiso 1 1 calc GR . . . .
C50 C 0.1305(3) 0.46893(11) 0.26095(11) 0.0311(5) Uani 1 1 d . . . . .
H50A H 0.0103 0.4589 0.2749 0.047 Uiso 1 1 calc GR . . . .
H50B H 0.1876 0.4251 0.2672 0.047 Uiso 1 1 calc GR . . . .
H50C H 0.1187 0.4770 0.2096 0.047 Uiso 1 1 calc GR . . . .
C31 C 0.6659(3) 0.20686(12) 0.92045(12) 0.0328(5) Uani 1 1 d . . . . .
H31A H 0.5492 0.2032 0.9373 0.049 Uiso 1 1 calc GR . . . .
H31B H 0.7153 0.1617 0.9297 0.049 Uiso 1 1 calc GR . . . .
H31C H 0.6487 0.2095 0.8678 0.049 Uiso 1 1 calc GR . . . .


_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
O3 C8 1.364(2) . ?
O3 C11 1.426(2) . ?
O6 C23 1.221(2) . ?
O2 C4 1.220(2) . ?
O12 C52 1.378(2) . ?
O12 C51 1.423(2) . ?
O11 C46 1.364(2) . ?
O11 C49 1.428(2) . ?
O8 C32 1.426(2) . ?
O8 C33 1.377(2) . ?
O4 C13 1.425(2) . ?
O4 C14 1.375(2) . ?
O10 C42 1.225(2) . ?
O7 C27 1.371(2) . ?
O7 C30 1.435(2) . ?
N2 C21 1.497(2) . ?
N2 C23 1.399(2) . ?
N2 C20 1.410(2) . ?
N1 C4 1.396(2) . ?
N1 C1 1.405(2) . ?
N1 C2 1.495(2) . ?
N3 C42 1.393(2) . ?
N3 C39 1.407(2) . ?
N3 C40 1.497(2) . ?
C4 C5 1.481(3) . ?
C46 C47 1.398(3) . ?
C46 C45 1.396(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(3) . ?
C9 C8 1.391(3) . ?
C10 H10 0.9500 . ?
C10 C5 1.391(3) . ?
C24 C25 1.396(3) . ?
C24 C23 1.479(3) . ?
C24 C29 1.396(3) . ?
C5 C6 1.402(3) . ?
C8 C7 1.393(3) . ?
C1 C3 1.520(3) . ?
C1 O1 1.199(2) . ?
C21 C32 1.516(3) . ?
C21 C22 1.554(3) . ?
C21 C31 1.517(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.375(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.379(3) . ?
C44 H44 0.9500 . ?
C44 C43 1.395(3) . ?
C44 C45 1.379(3) . ?
C43 C48 1.388(3) . ?
C43 C42 1.486(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.385(3) . ?
C27 C28 1.387(3) . ?
C27 C26 1.392(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.378(3) . ?
C48 H48 0.9500 . ?
C2 C13 1.511(3) . ?
C2 C3 1.560(3) . ?
C2 C12 1.513(3) . ?
C6 H6 0.9500 . ?
C45 H45 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C19 1.390(3) . ?
C14 C15 1.386(3) . ?
C20 C22 1.520(3) . ?
C20 O5 1.203(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C18 H18 0.9500 . ?
C18 C19 1.384(3) . ?
C18 C17 1.389(3) . ?
C53 H53 0.9500 . ?
C53 C52 1.389(3) . ?
C53 C54 1.389(3) . ?
C52 C57 1.388(3) . ?
C54 H54 0.9500 . ?
C54 C55 1.383(3) . ?
C26 H26 0.9500 . ?
C33 C34 1.390(3) . ?
C33 C38 1.393(3) . ?
C39 C41 1.512(3) . ?
C39 O9 1.205(2) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C40 1.557(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.385(3) . ?
C36 C35 1.389(3) . ?
C57 H57 0.9500 . ?
C57 C56 1.388(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C56 H56 0.9500 . ?
C56 C55 1.385(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C37 H37 0.9500 . ?
C37 C38 1.392(3) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C40 1.512(3) . ?
C19 H19 0.9500 . ?
C40 C50 1.523(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.384(3) . ?
C29 H29 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.393(3) . ?
C16 C17 1.381(3) . ?
C15 H15 0.9500 . ?
C38 H38 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C55 H55 0.9500 . ?
C35 H35 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C17 H17 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

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
C8 O3 C11 117.88(16) . . ?
C52 O12 C51 117.08(15) . . ?
C46 O11 C49 117.97(16) . . ?
C33 O8 C32 116.73(15) . . ?
C14 O4 C13 116.65(15) . . ?
C27 O7 C30 117.71(16) . . ?
C23 N2 C21 126.27(16) . . ?
C23 N2 C20 137.45(17) . . ?
C20 N2 C21 93.26(15) . . ?
C4 N1 C1 137.44(17) . . ?
C4 N1 C2 126.34(16) . . ?
C1 N1 C2 93.43(15) . . ?
C42 N3 C39 136.34(17) . . ?
C42 N3 C40 127.01(16) . . ?
C39 N3 C40 93.00(14) . . ?
O2 C4 N1 118.09(18) . . ?
O2 C4 C5 122.19(18) . . ?
N1 C4 C5 119.65(17) . . ?
O11 C46 C47 124.22(18) . . ?
O11 C46 C45 115.76(17) . . ?
C45 C46 C47 120.02(18) . . ?
C10 C9 H9 120.2 . . ?
C10 C9 C8 119.62(19) . . ?
C8 C9 H9 120.2 . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C5 121.32(18) . . ?
C5 C10 H10 119.3 . . ?
C25 C24 C23 123.74(18) . . ?
C25 C24 C29 118.50(18) . . ?
C29 C24 C23 117.70(18) . . ?
C10 C5 C4 117.22(17) . . ?
C10 C5 C6 118.48(18) . . ?
C6 C5 C4 124.15(18) . . ?
O3 C8 C9 124.71(18) . . ?
O3 C8 C7 115.63(18) . . ?
C9 C8 C7 119.66(18) . . ?
N1 C1 C3 92.10(15) . . ?
O1 C1 N1 132.42(19) . . ?
O1 C1 C3 135.47(19) . . ?
N2 C21 C32 108.71(16) . . ?
N2 C21 C22 87.55(14) . . ?
N2 C21 C31 114.22(16) . . ?
C32 C21 C22 115.69(17) . . ?
C32 C21 C31 113.81(17) . . ?
C31 C21 C22 114.08(17) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 C8 120.42(19) . . ?
C6 C7 H7 119.8 . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.72(19) . . ?
C26 C25 H25 119.6 . . ?
C43 C44 H44 119.6 . . ?
C45 C44 H44 119.6 . . ?
C45 C44 C43 120.81(19) . . ?
C44 C43 C42 123.99(18) . . ?
C48 C43 C44 118.64(18) . . ?
C48 C43 C42 117.21(17) . . ?
C46 C47 H47 120.5 . . ?
C48 C47 C46 118.95(19) . . ?
C48 C47 H47 120.5 . . ?
O7 C27 C28 115.84(17) . . ?
O7 C27 C26 123.85(18) . . ?
C28 C27 C26 120.30(19) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 C27 119.46(19) . . ?
C29 C28 H28 120.3 . . ?
O6 C23 N2 118.77(18) . . ?
O6 C23 C24 122.52(18) . . ?
N2 C23 C24 118.69(17) . . ?
C43 C48 H48 119.2 . . ?
C47 C48 C43 121.62(19) . . ?
C47 C48 H48 119.2 . . ?
O10 C42 N3 118.20(17) . . ?
O10 C42 C43 121.91(17) . . ?
N3 C42 C43 119.84(17) . . ?
N1 C2 C13 112.40(16) . . ?
N1 C2 C3 87.19(14) . . ?
N1 C2 C12 114.06(16) . . ?
C13 C2 C3 117.84(17) . . ?
C13 C2 C12 109.91(17) . . ?
C12 C2 C3 113.91(17) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.48(19) . . ?
C7 C6 H6 119.8 . . ?
C46 C45 H45 120.0 . . ?
C44 C45 C46 119.94(18) . . ?
C44 C45 H45 120.0 . . ?
O4 C13 C2 109.59(16) . . ?
O4 C13 H13A 109.8 . . ?
O4 C13 H13B 109.8 . . ?
C2 C13 H13A 109.8 . . ?
C2 C13 H13B 109.8 . . ?
H13A C13 H13B 108.2 . . ?
O4 C14 C19 115.68(18) . . ?
O4 C14 C15 123.78(19) . . ?
C15 C14 C19 120.5(2) . . ?
N2 C20 C22 92.12(15) . . ?
O5 C20 N2 132.12(19) . . ?
O5 C20 C22 135.76(19) . . ?
O8 C32 C21 107.84(15) . . ?
O8 C32 H32A 110.1 . . ?
O8 C32 H32B 110.1 . . ?
C21 C32 H32A 110.1 . . ?
C21 C32 H32B 110.1 . . ?
H32A C32 H32B 108.5 . . ?
C19 C18 H18 119.8 . . ?
C19 C18 C17 120.5(2) . . ?
C17 C18 H18 119.8 . . ?
C52 C53 H53 120.3 . . ?
C54 C53 H53 120.3 . . ?
C54 C53 C52 119.4(2) . . ?
O12 C52 C53 124.16(19) . . ?
O12 C52 C57 115.70(18) . . ?
C57 C52 C53 120.1(2) . . ?
C53 C54 H54 119.6 . . ?
C55 C54 C53 120.9(2) . . ?
C55 C54 H54 119.6 . . ?
C25 C26 C27 119.75(19) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
O8 C33 C34 115.55(18) . . ?
O8 C33 C38 124.21(18) . . ?
C34 C33 C38 120.25(19) . . ?
N3 C39 C41 92.20(15) . . ?
O9 C39 N3 131.92(19) . . ?
O9 C39 C41 135.86(19) . . ?
C39 C41 H41A 114.2 . . ?
C39 C41 H41B 114.2 . . ?
C39 C41 C40 86.71(14) . . ?
H41A C41 H41B 111.4 . . ?
C40 C41 H41A 114.2 . . ?
C40 C41 H41B 114.2 . . ?
C37 C36 H36 120.5 . . ?
C37 C36 C35 119.1(2) . . ?
C35 C36 H36 120.5 . . ?
C52 C57 H57 120.2 . . ?
C56 C57 C52 119.6(2) . . ?
C56 C57 H57 120.2 . . ?
C1 C3 C2 86.55(15) . . ?
C1 C3 H3A 114.2 . . ?
C1 C3 H3B 114.2 . . ?
C2 C3 H3A 114.2 . . ?
C2 C3 H3B 114.2 . . ?
H3A C3 H3B 111.4 . . ?
C57 C56 H56 119.6 . . ?
C55 C56 C57 120.8(2) . . ?
C55 C56 H56 119.6 . . ?
C21 C22 H22A 114.2 . . ?
C21 C22 H22B 114.2 . . ?
C20 C22 C21 86.87(15) . . ?
C20 C22 H22A 114.2 . . ?
C20 C22 H22B 114.2 . . ?
H22A C22 H22B 111.3 . . ?
C36 C37 H37 119.4 . . ?
C36 C37 C38 121.2(2) . . ?
C38 C37 H37 119.4 . . ?
O12 C51 H51A 109.6 . . ?
O12 C51 H51B 109.6 . . ?
O12 C51 C40 110.08(15) . . ?
H51A C51 H51B 108.2 . . ?
C40 C51 H51A 109.6 . . ?
C40 C51 H51B 109.6 . . ?
C14 C19 H19 120.2 . . ?
C18 C19 C14 119.5(2) . . ?
C18 C19 H19 120.2 . . ?
N3 C40 C41 87.06(13) . . ?
N3 C40 C51 113.52(16) . . ?
N3 C40 C50 113.85(16) . . ?
C51 C40 C41 117.62(16) . . ?
C51 C40 C50 109.66(16) . . ?
C50 C40 C41 113.68(17) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 119.9(2) . . ?
C35 C34 H34 120.0 . . ?
C24 C29 H29 119.4 . . ?
C28 C29 C24 121.20(19) . . ?
C28 C29 H29 119.4 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C17 C16 C15 120.7(2) . . ?
C14 C15 C16 119.2(2) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C33 C38 H38 120.5 . . ?
C37 C38 C33 118.9(2) . . ?
C37 C38 H38 120.5 . . ?
O3 C11 H11A 109.5 . . ?
O3 C11 H11B 109.5 . . ?
O3 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O11 C49 H49A 109.5 . . ?
O11 C49 H49B 109.5 . . ?
O11 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C54 C55 C56 119.1(2) . . ?
C54 C55 H55 120.4 . . ?
C56 C55 H55 120.4 . . ?
C36 C35 H35 119.7 . . ?
C34 C35 C36 120.6(2) . . ?
C34 C35 H35 119.7 . . ?
O7 C30 H30A 109.5 . . ?
O7 C30 H30B 109.5 . . ?
O7 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C18 C17 H17 120.2 . . ?
C16 C17 C18 119.5(2) . . ?
C16 C17 H17 120.2 . . ?
C2 C12 H12A 109.5 . . ?
C2 C12 H12B 109.5 . . ?
C2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C40 C50 H50A 109.5 . . ?
C40 C50 H50B 109.5 . . ?
C40 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C21 C31 H31A 109.5 . . ?
C21 C31 H31B 109.5 . . ?
C21 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C8 C7 C6 178.81(18) . . . . ?
O2 C4 C5 C10 -20.9(3) . . . . ?
O2 C4 C5 C6 154.48(19) . . . . ?
O12 C52 C57 C56 177.61(18) . . . . ?
O12 C51 C40 N3 -56.2(2) . . . . ?
O12 C51 C40 C41 43.3(2) . . . . ?
O12 C51 C40 C50 175.21(16) . . . . ?
O11 C46 C47 C48 -178.53(18) . . . . ?
O11 C46 C45 C44 179.59(17) . . . . ?
O8 C33 C34 C35 -179.60(18) . . . . ?
O8 C33 C38 C37 -179.69(19) . . . . ?
O4 C14 C19 C18 -179.38(18) . . . . ?
O4 C14 C15 C16 179.22(19) . . . . ?
O7 C27 C28 C29 179.00(17) . . . . ?
O7 C27 C26 C25 -178.51(18) . . . . ?
N2 C21 C32 O8 -166.45(15) . . . . ?
N2 C21 C22 C20 -3.23(14) . . . . ?
N2 C20 C22 C21 3.43(15) . . . . ?
N1 C4 C5 C10 162.14(17) . . . . ?
N1 C4 C5 C6 -22.4(3) . . . . ?
N1 C1 C3 C2 6.46(15) . . . . ?
N1 C2 C13 O4 -54.6(2) . . . . ?
N1 C2 C3 C1 -6.07(14) . . . . ?
N3 C39 C41 C40 7.72(15) . . . . ?
C4 N1 C1 C3 -167.3(2) . . . . ?
C4 N1 C1 O1 11.5(4) . . . . ?
C4 N1 C2 C13 -70.6(2) . . . . ?
C4 N1 C2 C3 170.34(18) . . . . ?
C4 N1 C2 C12 55.3(3) . . . . ?
C4 C5 C6 C7 -175.00(18) . . . . ?
C46 C47 C48 C43 -1.9(3) . . . . ?
C9 C10 C5 C4 176.16(18) . . . . ?
C9 C10 C5 C6 0.5(3) . . . . ?
C9 C8 C7 C6 -0.6(3) . . . . ?
C10 C9 C8 O3 -177.94(18) . . . . ?
C10 C9 C8 C7 1.4(3) . . . . ?
C10 C5 C6 C7 0.4(3) . . . . ?
C24 C25 C26 C27 -0.1(3) . . . . ?
C8 C9 C10 C5 -1.4(3) . . . . ?
C8 C7 C6 C5 -0.3(3) . . . . ?
C1 N1 C4 O2 156.0(2) . . . . ?
C1 N1 C4 C5 -27.0(3) . . . . ?
C1 N1 C2 C13 125.61(17) . . . . ?
C1 N1 C2 C3 6.57(15) . . . . ?
C1 N1 C2 C12 -108.42(18) . . . . ?
C21 N2 C23 O6 2.1(3) . . . . ?
C21 N2 C23 C24 -178.99(17) . . . . ?
C21 N2 C20 C22 -3.56(15) . . . . ?
C21 N2 C20 O5 176.2(2) . . . . ?
C25 C24 C23 O6 151.0(2) . . . . ?
C25 C24 C23 N2 -27.8(3) . . . . ?
C25 C24 C29 C28 2.5(3) . . . . ?
C44 C43 C48 C47 1.4(3) . . . . ?
C44 C43 C42 O10 155.93(19) . . . . ?
C44 C43 C42 N3 -21.7(3) . . . . ?
C43 C44 C45 C46 -0.3(3) . . . . ?
C47 C46 C45 C44 -0.2(3) . . . . ?
C27 C28 C29 C24 -0.9(3) . . . . ?
C28 C27 C26 C25 1.8(3) . . . . ?
C23 N2 C21 C32 -77.1(2) . . . . ?
C23 N2 C21 C22 166.60(18) . . . . ?
C23 N2 C21 C31 51.2(3) . . . . ?
C23 N2 C20 C22 -163.3(2) . . . . ?
C23 N2 C20 O5 16.5(4) . . . . ?
C23 C24 C25 C26 -179.15(18) . . . . ?
C23 C24 C29 C28 179.85(18) . . . . ?
C48 C43 C42 O10 -19.5(3) . . . . ?
C48 C43 C42 N3 162.95(17) . . . . ?
C42 N3 C39 C41 -166.2(2) . . . . ?
C42 N3 C39 O9 12.2(4) . . . . ?
C42 N3 C40 C41 169.03(18) . . . . ?
C42 N3 C40 C51 -72.0(2) . . . . ?
C42 N3 C40 C50 54.4(2) . . . . ?
C42 C43 C48 C47 176.99(18) . . . . ?
C2 N1 C4 O2 0.3(3) . . . . ?
C2 N1 C4 C5 177.37(17) . . . . ?
C2 N1 C1 C3 -6.74(15) . . . . ?
C2 N1 C1 O1 172.1(2) . . . . ?
C45 C46 C47 C48 1.3(3) . . . . ?
C45 C44 C43 C48 -0.3(3) . . . . ?
C45 C44 C43 C42 -175.58(18) . . . . ?
C13 O4 C14 C19 166.10(17) . . . . ?
C13 O4 C14 C15 -14.0(3) . . . . ?
C13 C2 C3 C1 -119.99(18) . . . . ?
C14 O4 C13 C2 -175.74(15) . . . . ?
C20 N2 C21 C32 119.81(17) . . . . ?
C20 N2 C21 C22 3.49(15) . . . . ?
C20 N2 C21 C31 -111.89(18) . . . . ?
C20 N2 C23 O6 156.7(2) . . . . ?
C20 N2 C23 C24 -24.4(3) . . . . ?
C32 O8 C33 C34 176.61(17) . . . . ?
C32 O8 C33 C38 -3.7(3) . . . . ?
C32 C21 C22 C20 -112.84(18) . . . . ?
C53 C52 C57 C56 -1.9(3) . . . . ?
C53 C54 C55 C56 -1.5(3) . . . . ?
C52 O12 C51 C40 -179.15(15) . . . . ?
C52 C53 C54 C55 -0.4(3) . . . . ?
C52 C57 C56 C55 0.0(3) . . . . ?
C54 C53 C52 O12 -177.37(19) . . . . ?
C54 C53 C52 C57 2.1(3) . . . . ?
C26 C27 C28 C29 -1.3(3) . . . . ?
C33 O8 C32 C21 -175.76(16) . . . . ?
C33 C34 C35 C36 -0.6(3) . . . . ?
C39 N3 C42 O10 152.8(2) . . . . ?
C39 N3 C42 C43 -29.6(3) . . . . ?
C39 N3 C40 C41 7.80(15) . . . . ?
C39 N3 C40 C51 126.74(17) . . . . ?
C39 N3 C40 C50 -106.85(18) . . . . ?
C39 C41 C40 N3 -7.26(14) . . . . ?
C39 C41 C40 C51 -122.35(18) . . . . ?
C39 C41 C40 C50 107.55(17) . . . . ?
C36 C37 C38 C33 -0.7(3) . . . . ?
C57 C56 C55 C54 1.7(3) . . . . ?
C3 C2 C13 O4 44.4(2) . . . . ?
C22 C21 C32 O8 -70.0(2) . . . . ?
C37 C36 C35 C34 -0.1(3) . . . . ?
C51 O12 C52 C53 -7.9(3) . . . . ?
C51 O12 C52 C57 172.56(17) . . . . ?
C19 C14 C15 C16 -0.8(3) . . . . ?
C19 C18 C17 C16 -0.9(3) . . . . ?
C40 N3 C42 O10 0.5(3) . . . . ?
C40 N3 C42 C43 178.18(17) . . . . ?
C40 N3 C39 C41 -8.03(15) . . . . ?
C40 N3 C39 O9 170.3(2) . . . . ?
C34 C33 C38 C37 -0.1(3) . . . . ?
C29 C24 C25 C26 -2.0(3) . . . . ?
C29 C24 C23 O6 -26.1(3) . . . . ?
C29 C24 C23 N2 154.98(18) . . . . ?
C15 C14 C19 C18 0.7(3) . . . . ?
C15 C16 C17 C18 0.7(4) . . . . ?
C38 C33 C34 C35 0.7(3) . . . . ?
C11 O3 C8 C9 -4.9(3) . . . . ?
C11 O3 C8 C7 175.70(18) . . . . ?
C49 O11 C46 C47 -2.2(3) . . . . ?
C49 O11 C46 C45 177.99(17) . . . . ?
C35 C36 C37 C38 0.8(3) . . . . ?
C30 O7 C27 C28 -178.21(18) . . . . ?
C30 O7 C27 C26 2.0(3) . . . . ?
C17 C18 C19 C14 0.2(3) . . . . ?
C17 C16 C15 C14 0.1(3) . . . . ?
O1 C1 C3 C2 -172.3(2) . . . . ?
O5 C20 C22 C21 -176.3(3) . . . . ?
O9 C39 C41 C40 -170.5(2) . . . . ?
C12 C2 C13 O4 177.19(16) . . . . ?
C12 C2 C3 C1 109.07(18) . . . . ?
C31 C21 C32 O8 65.0(2) . . . . ?
C31 C21 C22 C20 112.28(17) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_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
2 9 3 0.0564 1.9973 8.9999 3.0006 -0.4231 0.6745 -0.6814
1 10 -5 0.0596 1.0014 10.0029 -4.9998 -0.8382 0.1176 -0.4631
-1 11 -5 0.0757 -0.9984 11.0037 -5.0015 -0.9774 0.1508 -0.0808
1 -9 8 0.0475 0.9967 -9.0043 8.0011 0.9584 0.1700 0.0086
-3 -6 -5 0.0825 -2.9965 -5.9984 -5.0016 0.1059 -0.6864 0.8120
0 -7 -8 0.0730 0.0047 -6.9986 -7.9989 0.1638 -0.9361 0.2399
1 7 -10 0.0783 1.0042 7.0040 -9.9992 -0.8292 -0.4009 -0.3522
0 -4 12 0.0770 -0.0057 -4.0045 11.9996 0.7390 0.7030 0.0514
-3 3 -9 0.0873 -2.9953 3.0043 -9.0022 -0.6611 -0.5500 0.5774
1 -7 11 0.0492 0.9950 -7.0049 11.0008 0.9394 0.4908 -0.0636
5 2 1 0.1569 4.9986 1.9984 1.0039 0.0812 0.2094 -1.0886
1 -1 -12 0.1003 1.0060 -0.9967 -11.9983 -0.3638 -0.9372 -0.1150
-3 -2 -7 0.0997 -2.9958 -1.9972 -7.0018 -0.2437 -0.6424 0.7089
0 2 -12 0.0724 0.0059 2.0041 -11.9994 -0.6032 -0.7997 0.0053
1 10 3 0.0616 0.9974 10.0004 2.9997 -0.5267 0.7152 -0.5045

_olex2_exptl_crystal_mounting_method 'mounted on a nylon loop'
_olex2_submission_special_instructions 'No special instructions were received'

