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

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

data_fxm-ykr-24-3-2
_database_code_depnum_ccdc_archive 'CCDC 1057116'
_audit_update_record             
;
2015-03-31 deposited with the CCDC.
2015-08-18 downloaded from the CCDC.
;
_audit_creation_date             2015-01-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.12.26 svn.r3119 for OlexSys, GUI svn.r4975)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C20 H22 N2 O3), 0.5(C4 H8 O2)'
_chemical_formula_sum            'C42 H48 N4 O7'
_chemical_formula_weight         720.84
_chemical_absolute_configuration rmad
_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'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.8877(3)
_cell_length_b                   21.2513(5)
_cell_length_c                   11.0106(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.696(3)
_cell_angle_gamma                90
_cell_volume                     2204.15(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8089
_cell_measurement_temperature    293
_cell_measurement_theta_max      71.0560
_cell_measurement_theta_min      4.6450
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.601
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.086
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            24270
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.346
_diffrn_reflns_theta_min         4.161
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -52.00   35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
  2 omega   -2.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486   19.0000   90.0000 110

#__ type_ start__ end____ width___ exp.time_
  3 omega    1.00   76.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -99.0000  -90.0000 75

#__ type_ start__ end____ width___ exp.time_
  4 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486 -125.0000 -150.0000 67

#__ type_ start__ end____ width___ exp.time_
  5 omega  -34.00   64.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -77.0000  -60.0000 98

#__ type_ start__ end____ width___ exp.time_
  6 omega    7.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486   77.0000  -90.0000 98

#__ type_ start__ end____ width___ exp.time_
  7 omega   15.00   85.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486 -115.0000  102.0000 70

#__ type_ start__ end____ width___ exp.time_
  8 omega  -36.00  107.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486    0.0000 -180.0000 143

#__ type_ start__ end____ width___ exp.time_
  9 omega   13.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486   38.0000  120.0000 93

#__ type_ start__ end____ width___ exp.time_
 10 omega   17.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486   57.0000   30.0000 87

#__ type_ start__ end____ width___ exp.time_
 11 omega  -35.00   58.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -38.0000   90.0000 93

#__ type_ start__ end____ width___ exp.time_
 12 omega    1.00   76.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -99.0000  -30.0000 75

#__ type_ start__ end____ width___ exp.time_
 13 omega    1.00   76.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -99.0000  -60.0000 75

#__ type_ start__ end____ width___ exp.time_
 14 omega  -33.00   54.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -57.0000  150.0000 87

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   98.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 60

#__ type_ start__ end____ width___ exp.time_
 16 omega   37.00   91.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 54

#__ type_ start__ end____ width___ exp.time_
 17 omega   38.00  109.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  120.0000 71

#__ type_ start__ end____ width___ exp.time_
 18 omega   37.00  115.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 78

#__ type_ start__ end____ width___ exp.time_
 19 omega   38.00  109.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000    0.0000 71

#__ type_ start__ end____ width___ exp.time_
 20 omega   57.00  150.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000   30.0000 93

#__ type_ start__ end____ width___ exp.time_
 21 omega   37.00  115.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -30.0000 78

#__ type_ start__ end____ width___ exp.time_
 22 omega   79.00  177.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 98

#__ type_ start__ end____ width___ exp.time_
 23 omega   38.00   98.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  120.0000 60

#__ type_ start__ end____ width___ exp.time_
 24 omega   37.00   91.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 54

#__ type_ start__ end____ width___ exp.time_
 25 omega   37.00   91.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 54

#__ type_ start__ end____ width___ exp.time_
 26 omega   37.00   91.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 54

#__ type_ start__ end____ width___ exp.time_
 27 omega   53.00   78.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 28 omega   42.00   86.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 44

#__ type_ start__ end____ width___ exp.time_
 29 omega   37.00   76.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 39

#__ type_ start__ end____ width___ exp.time_
 30 omega   77.00  177.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000   60.0000 100

#__ type_ start__ end____ width___ exp.time_
 31 omega   59.00  107.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -150.0000 48

#__ type_ start__ end____ width___ exp.time_
 32 omega   39.00   90.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 51

#__ type_ start__ end____ width___ exp.time_
 33 omega   41.00  125.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  -30.0000 84

#__ type_ start__ end____ width___ exp.time_
 34 omega   94.00  144.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -60.0000 50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0721532000
_diffrn_orient_matrix_UB_12      -0.0595126000
_diffrn_orient_matrix_UB_13      -0.0702992000
_diffrn_orient_matrix_UB_21      -0.0720441000
_diffrn_orient_matrix_UB_22      0.0398238000
_diffrn_orient_matrix_UB_23      -0.1190290000
_diffrn_orient_matrix_UB_31      0.1278661000
_diffrn_orient_matrix_UB_32      -0.0111363000
_diffrn_orient_matrix_UB_33      -0.0496878000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.922
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.964
_reflns_number_gt                6820
_reflns_number_total             8517
_reflns_odcompleteness_completeness 99.88
_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 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_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    'ShelXT (Sheldrick, 2008)'
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 
;
 Flack x determined using 2793 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     511
_refine_ls_number_reflns         8517
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0672
_refine_ls_restrained_S_all      1.073
_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)+(0.1370P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1799
_refine_ls_wR_factor_ref         0.1955
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: O01F(0.5) O01G(0.5) C01H(0.5) H01O(0.5) H01P(0.5) C1(0.5) C2(0.5)
 H2A(0.5) H2B(0.5) H2C(0.5) C3(0.5) H3A(0.5) H3B(0.5) H3C(0.5)
3.a Ternary CH refined with riding coordinates:
 C00G(H00G), C00H(H00H), C00T(H00T), C00Y(H00Y)
3.b Secondary CH2 refined with riding coordinates:
 C00M(H00C,H00D), C00Q(H00A,H00B), C01H(H01O,H01P)
3.c Aromatic/amide H refined with riding coordinates:
 N003(H003), N006(H006), C00J(H00J), C00L(H00L), C00N(H00N), C00P(H00P),
 C00R(H00R), C00S(H00S), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X),
 C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013), C014(H014),
 C015(H015), C017(H017), C018(H018), C019(H019), C01D(H01M), C01E(H01N)
3.d Idealised Me refined as rotating group:
 C016(H01A,H01B,H01C), C01A(H01G,H01H,H01I), C01B(H01D,H01E,H01F), C01C(H01J,
 H01K,H01L), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_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
O001 O 0.5349(3) 0.50767(15) 0.6689(3) 0.0832(8) Uani 1 1 d . . . . .
O002 O 1.0575(3) 0.47693(19) 0.7427(3) 0.0898(9) Uani 1 1 d . . . . .
N003 N 0.3263(3) 0.51404(15) 0.7057(3) 0.0687(7) Uani 1 1 d . . . . .
H003 H 0.2629 0.4952 0.7313 0.082 Uiso 1 1 calc R . . . .
O004 O 0.9681(4) 0.41398(18) 0.4610(4) 0.0932(9) Uani 1 1 d . . . . .
O005 O 0.2108(4) 0.64984(15) 0.5065(3) 0.0906(9) Uani 1 1 d . . . . .
N006 N 0.8271(3) 0.49638(14) 0.6629(3) 0.0638(6) Uani 1 1 d . . . . .
H006 H 0.7481 0.5061 0.6759 0.077 Uiso 1 1 calc R . . . .
O007 O 0.8082(4) 0.37412(16) 0.5455(4) 0.0943(9) Uani 1 1 d . . . . .
C008 C 0.9457(3) 0.49073(16) 0.7612(4) 0.0638(7) Uani 1 1 d . . . . .
N009 N 0.1261(5) 0.6602(2) 0.3772(4) 0.0924(11) Uani 1 1 d . . . . .
O00A O 0.1606(5) 0.54755(19) 0.4697(4) 0.1109(12) Uani 1 1 d . . . . .
C00B C 0.4364(3) 0.48127(18) 0.6941(3) 0.0630(7) Uani 1 1 d . . . . .
C00C C 0.8651(4) 0.4178(2) 0.5159(4) 0.0728(8) Uani 1 1 d . . . . .
C00D C 0.9398(4) 0.50164(16) 0.8944(4) 0.0668(7) Uani 1 1 d . . . . .
C00E C 0.4369(3) 0.41166(19) 0.7160(4) 0.0685(8) Uani 1 1 d . . . . .
N00F N 1.0013(5) 0.3502(2) 0.4355(5) 0.0984(12) Uani 1 1 d . . . . .
C00G C 0.3102(4) 0.58038(17) 0.6766(4) 0.0688(8) Uani 1 1 d . . . . .
H00G H 0.4043 0.5980 0.6850 0.083 Uiso 1 1 calc R . . . .
C00H C 0.8327(4) 0.48604(18) 0.5338(4) 0.0687(8) Uani 1 1 d . . . . .
H00H H 0.9073 0.5125 0.5190 0.082 Uiso 1 1 calc R . . . .
C00I C 0.2180(4) 0.5886(2) 0.5388(4) 0.0752(9) Uani 1 1 d . . . . .
C00J C 0.1103(5) 0.7177(2) 0.3543(4) 0.0791(10) Uani 1 1 d . . . . .
H00J H 0.1504 0.7471 0.4175 0.095 Uiso 1 1 calc R . . . .
C00K C 1.1816(7) 0.2886(4) 0.3889(5) 0.1048(18) Uani 1 1 d . . . . .
C00L C 0.5534(5) 0.3781(2) 0.7090(7) 0.0988(15) Uani 1 1 d . . . . .
H00L H 0.6274 0.3990 0.6904 0.119 Uiso 1 1 calc R . . . .
C00M C 0.6902(5) 0.5023(2) 0.4351(4) 0.0798(10) Uani 1 1 d . . . . .
H00C H 0.6927 0.4884 0.3519 0.096 Uiso 1 1 calc R . . . .
H00D H 0.6158 0.4789 0.4556 0.096 Uiso 1 1 calc R . . . .
C00N C 0.3285(5) 0.3791(2) 0.7422(6) 0.0886(12) Uani 1 1 d . . . . .
H00N H 0.2488 0.4007 0.7479 0.106 Uiso 1 1 calc R . . . .
C00O C 0.0273(5) 0.7379(2) 0.2263(4) 0.0778(9) Uani 1 1 d . . . . .
C00P C 1.0642(5) 0.4954(3) 0.9937(5) 0.0973(14) Uani 1 1 d . . . . .
H00P H 1.1477 0.4847 0.9764 0.117 Uiso 1 1 calc R . . . .
C00Q C 0.2473(4) 0.6157(2) 0.7684(5) 0.0795(10) Uani 1 1 d . . . . .
H00A H 0.2386 0.6599 0.7449 0.095 Uiso 1 1 calc R . . . .
H00B H 0.1525 0.5998 0.7576 0.095 Uiso 1 1 calc R . . . .
C00R C 0.5620(7) 0.3135(3) 0.7294(10) 0.123(2) Uani 1 1 d . . . . .
H00R H 0.6411 0.2914 0.7240 0.148 Uiso 1 1 calc R . . . .
C00S C -0.1329(9) 0.7145(4) 0.0195(6) 0.122(2) Uani 1 1 d . . . . .
H00S H -0.1867 0.6854 -0.0382 0.146 Uiso 1 1 calc R . . . .
C00T C 0.3326(7) 0.6105(3) 0.9077(5) 0.0965(13) Uani 1 1 d . . . . .
H00T H 0.3374 0.5660 0.9321 0.116 Uiso 1 1 calc R . . . .
C00U C 0.3374(7) 0.3147(3) 0.7602(8) 0.1120(18) Uani 1 1 d . . . . .
H00U H 0.2618 0.2932 0.7744 0.134 Uiso 1 1 calc R . . . .
C00V C 1.1217(6) 0.3494(3) 0.4226(5) 0.1027(16) Uani 1 1 d . . . . .
H00V H 1.1751 0.3862 0.4337 0.123 Uiso 1 1 calc R . . . .
C00W C 0.4544(8) 0.2827(3) 0.7575(8) 0.117(2) Uani 1 1 d . . . . .
H00W H 0.4615 0.2397 0.7747 0.141 Uiso 1 1 calc R . . . .
C00X C 0.0223(7) 0.7997(3) 0.1907(6) 0.1055(16) Uani 1 1 d . . . . .
H00X H 0.0724 0.8295 0.2490 0.127 Uiso 1 1 calc R . . . .
C00Y C 0.6513(6) 0.5719(2) 0.4267(5) 0.0928(13) Uani 1 1 d . . . . .
H00Y H 0.6627 0.5866 0.5136 0.111 Uiso 1 1 calc R . . . .
C00Z C 1.0663(7) 0.5049(3) 1.1189(6) 0.1125(18) Uani 1 1 d . . . . .
H00Z H 1.1509 0.5005 1.1848 0.135 Uiso 1 1 calc R . . . .
C010 C -0.0544(10) 0.8184(3) 0.0718(8) 0.130(2) Uani 1 1 d . . . . .
H010 H -0.0541 0.8605 0.0495 0.156 Uiso 1 1 calc R . . . .
C011 C 0.9470(9) 0.5204(4) 1.1454(6) 0.118(2) Uani 1 1 d . . . . .
H011 H 0.9488 0.5272 1.2294 0.142 Uiso 1 1 calc R . . . .
C012 C 1.3823(9) 0.2323(6) 0.3659(8) 0.135(3) Uani 1 1 d . . . . .
H012 H 1.4788 0.2302 0.3750 0.162 Uiso 1 1 calc R . . . .
C013 C -0.1320(8) 0.7764(4) -0.0151(6) 0.1163(19) Uani 1 1 d . . . . .
H013 H -0.1834 0.7896 -0.0967 0.140 Uiso 1 1 calc R . . . .
C014 C -0.0551(8) 0.6959(3) 0.1383(6) 0.1064(16) Uani 1 1 d . . . . .
H014 H -0.0572 0.6538 0.1612 0.128 Uiso 1 1 calc R . . . .
C015 C 1.0994(8) 0.2365(4) 0.3463(7) 0.1119(18) Uani 1 1 d . . . . .
H015 H 1.0032 0.2370 0.3392 0.134 Uiso 1 1 calc R . . . .
C016 C 0.2553(10) 0.6466(4) 0.9879(7) 0.123(2) Uani 1 1 d . . . . .
H01A H 0.2472 0.6901 0.9634 0.185 Uiso 1 1 calc GR . . . .
H01B H 0.3083 0.6431 1.0765 0.185 Uiso 1 1 calc GR . . . .
H01C H 0.1623 0.6291 0.9739 0.185 Uiso 1 1 calc GR . . . .
C017 C 1.3223(8) 0.2887(5) 0.3985(7) 0.129(3) Uani 1 1 d . . . . .
H017 H 1.3778 0.3244 0.4255 0.155 Uiso 1 1 calc R . . . .
C018 C 0.8235(9) 0.5261(6) 1.0493(7) 0.147(4) Uani 1 1 d . . . . .
H018 H 0.7402 0.5358 1.0678 0.176 Uiso 1 1 calc R . . . .
C019 C 0.8206(6) 0.5177(4) 0.9248(5) 0.1065(18) Uani 1 1 d . . . . .
H019 H 0.7355 0.5230 0.8600 0.128 Uiso 1 1 calc R . . . .
C01A C 0.4966(10) 0.5807(5) 0.3505(9) 0.138(3) Uani 1 1 d . . . . .
H01G H 0.4852 0.5747 0.2615 0.208 Uiso 1 1 calc GR . . . .
H01H H 0.4669 0.6225 0.3639 0.208 Uiso 1 1 calc GR . . . .
H01I H 0.4397 0.5505 0.3778 0.208 Uiso 1 1 calc GR . . . .
C01B C 0.4833(8) 0.6352(4) 0.9348(7) 0.127(2) Uani 1 1 d . . . . .
H01D H 0.5391 0.6052 0.9055 0.191 Uiso 1 1 calc GR . . . .
H01E H 0.5245 0.6415 1.0248 0.191 Uiso 1 1 calc GR . . . .
H01F H 0.4815 0.6744 0.8911 0.191 Uiso 1 1 calc GR . . . .
C01C C 0.7497(10) 0.6111(3) 0.3745(9) 0.129(3) Uani 1 1 d . . . . .
H01J H 0.8450 0.6079 0.4308 0.194 Uiso 1 1 calc GR . . . .
H01K H 0.7199 0.6542 0.3681 0.194 Uiso 1 1 calc GR . . . .
H01L H 0.7464 0.5958 0.2916 0.194 Uiso 1 1 calc GR . . . .
C01D C 1.2953(11) 0.1809(5) 0.3207(8) 0.133(3) Uani 1 1 d . . . . .
H01M H 1.3321 0.1448 0.2952 0.160 Uiso 1 1 calc R . . . .
C01E C 1.1600(11) 0.1835(4) 0.3141(9) 0.132(3) Uani 1 1 d . . . . .
H01N H 1.1037 0.1481 0.2866 0.158 Uiso 1 1 calc R . . . .
O01F O 0.6242(14) 0.3743(6) 0.1292(18) 0.160(5) Uani 0.5 1 d . . P . .
O01G O 0.692(2) 0.2835(9) 0.202(2) 0.193(7) Uani 0.5 1 d . . P . .
C01H C 0.508(2) 0.3687(13) 0.181(3) 0.186(11) Uani 0.5 1 d . . P . .
H01O H 0.5371 0.3750 0.2721 0.223 Uiso 0.5 1 calc R . P . .
H01P H 0.4584 0.3291 0.1587 0.223 Uiso 0.5 1 calc R . P . .
C1 C 0.7108(18) 0.3270(6) 0.1479(17) 0.122(5) Uani 0.5 1 d . . P . .
C2 C 0.427(3) 0.4220(12) 0.110(3) 0.207(15) Uani 0.5 1 d . . P . .
H2A H 0.3597 0.4070 0.0332 0.310 Uiso 0.5 1 calc GR . P . .
H2B H 0.4905 0.4514 0.0897 0.310 Uiso 0.5 1 calc GR . P . .
H2C H 0.3776 0.4424 0.1620 0.310 Uiso 0.5 1 calc GR . P . .
C3 C 0.8202(19) 0.3385(11) 0.097(2) 0.141(5) Uani 0.5 1 d . . P . .
H3A H 0.7815 0.3498 0.0088 0.212 Uiso 0.5 1 calc GR . P . .
H3B H 0.8774 0.3014 0.1043 0.212 Uiso 0.5 1 calc GR . P . .
H3C H 0.8777 0.3725 0.1427 0.212 Uiso 0.5 1 calc GR . P . .


_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
O001 C00B 1.227(5) . ?
O002 C008 1.219(4) . ?
N003 H003 0.8600 . ?
N003 C00B 1.331(5) . ?
N003 C00G 1.444(5) . ?
O004 C00C 1.335(5) . ?
O004 N00F 1.442(6) . ?
O005 N009 1.433(5) . ?
O005 C00I 1.345(6) . ?
N006 H006 0.8600 . ?
N006 C008 1.338(5) . ?
N006 C00H 1.456(5) . ?
O007 C00C 1.182(6) . ?
C008 C00D 1.503(5) . ?
N009 C00J 1.247(6) . ?
O00A C00I 1.183(6) . ?
C00B C00E 1.499(5) . ?
C00C C00H 1.510(6) . ?
C00D C00P 1.382(6) . ?
C00D C019 1.363(7) . ?
C00E C00L 1.376(6) . ?
C00E C00N 1.378(6) . ?
N00F C00V 1.242(8) . ?
C00G H00G 0.9800 . ?
C00G C00I 1.524(6) . ?
C00G C00Q 1.535(6) . ?
C00H H00H 0.9800 . ?
C00H C00M 1.535(6) . ?
C00J H00J 0.9300 . ?
C00J C00O 1.464(6) . ?
C00K C00V 1.514(8) . ?
C00K C015 1.370(11) . ?
C00K C017 1.363(10) . ?
C00L H00L 0.9300 . ?
C00L C00R 1.390(8) . ?
C00M H00C 0.9700 . ?
C00M H00D 0.9700 . ?
C00M C00Y 1.524(6) . ?
C00N H00N 0.9300 . ?
C00N C00U 1.381(8) . ?
C00O C00X 1.367(7) . ?
C00O C014 1.385(8) . ?
C00P H00P 0.9300 . ?
C00P C00Z 1.387(9) . ?
C00Q H00A 0.9700 . ?
C00Q H00B 0.9700 . ?
C00Q C00T 1.513(8) . ?
C00R H00R 0.9300 . ?
C00R C00W 1.362(10) . ?
C00S H00S 0.9300 . ?
C00S C013 1.370(11) . ?
C00S C014 1.360(9) . ?
C00T H00T 0.9800 . ?
C00T C016 1.537(9) . ?
C00T C01B 1.522(10) . ?
C00U H00U 0.9300 . ?
C00U C00W 1.351(10) . ?
C00V H00V 0.9300 . ?
C00W H00W 0.9300 . ?
C00X H00X 0.9300 . ?
C00X C010 1.357(10) . ?
C00Y H00Y 0.9800 . ?
C00Y C01A 1.516(11) . ?
C00Y C01C 1.519(9) . ?
C00Z H00Z 0.9300 . ?
C00Z C011 1.340(11) . ?
C010 H010 0.9300 . ?
C010 C013 1.361(12) . ?
C011 H011 0.9300 . ?
C011 C018 1.356(11) . ?
C012 H012 0.9300 . ?
C012 C017 1.430(12) . ?
C012 C01D 1.386(15) . ?
C013 H013 0.9300 . ?
C014 H014 0.9300 . ?
C015 H015 0.9300 . ?
C015 C01E 1.372(10) . ?
C016 H01A 0.9600 . ?
C016 H01B 0.9600 . ?
C016 H01C 0.9600 . ?
C017 H017 0.9300 . ?
C018 H018 0.9300 . ?
C018 C019 1.374(9) . ?
C019 H019 0.9300 . ?
C01A H01G 0.9600 . ?
C01A H01H 0.9600 . ?
C01A H01I 0.9600 . ?
C01B H01D 0.9600 . ?
C01B H01E 0.9600 . ?
C01B H01F 0.9600 . ?
C01C H01J 0.9600 . ?
C01C H01K 0.9600 . ?
C01C H01L 0.9600 . ?
C01D H01M 0.9300 . ?
C01D C01E 1.318(13) . ?
C01E H01N 0.9300 . ?
O01F C01H 1.43(3) . ?
O01F C1 1.296(19) . ?
O01G C1 1.14(2) . ?
C01H H01O 0.9700 . ?
C01H H01P 0.9700 . ?
C01H C2 1.47(4) . ?
C1 C3 1.38(3) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?

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
C00B N003 H003 119.1 . . ?
C00B N003 C00G 121.8(3) . . ?
C00G N003 H003 119.1 . . ?
C00C O004 N00F 113.3(4) . . ?
C00I O005 N009 112.3(3) . . ?
C008 N006 H006 120.3 . . ?
C008 N006 C00H 119.5(3) . . ?
C00H N006 H006 120.3 . . ?
O002 C008 N006 120.2(4) . . ?
O002 C008 C00D 120.4(3) . . ?
N006 C008 C00D 119.4(3) . . ?
C00J N009 O005 110.5(4) . . ?
O001 C00B N003 120.8(4) . . ?
O001 C00B C00E 121.6(3) . . ?
N003 C00B C00E 117.6(3) . . ?
O004 C00C C00H 109.8(4) . . ?
O007 C00C O004 124.7(4) . . ?
O007 C00C C00H 125.5(3) . . ?
C00P C00D C008 117.9(4) . . ?
C019 C00D C008 124.8(4) . . ?
C019 C00D C00P 117.3(4) . . ?
C00L C00E C00B 117.6(4) . . ?
C00L C00E C00N 118.0(4) . . ?
C00N C00E C00B 124.4(3) . . ?
C00V N00F O004 108.5(5) . . ?
N003 C00G H00G 108.3 . . ?
N003 C00G C00I 109.0(3) . . ?
N003 C00G C00Q 111.8(3) . . ?
C00I C00G H00G 108.3 . . ?
C00I C00G C00Q 111.1(3) . . ?
C00Q C00G H00G 108.3 . . ?
N006 C00H C00C 110.2(3) . . ?
N006 C00H H00H 109.2 . . ?
N006 C00H C00M 111.0(3) . . ?
C00C C00H H00H 109.2 . . ?
C00C C00H C00M 108.1(3) . . ?
C00M C00H H00H 109.2 . . ?
O005 C00I C00G 110.0(4) . . ?
O00A C00I O005 124.6(4) . . ?
O00A C00I C00G 125.5(4) . . ?
N009 C00J H00J 120.6 . . ?
N009 C00J C00O 118.8(4) . . ?
C00O C00J H00J 120.6 . . ?
C015 C00K C00V 122.6(6) . . ?
C017 C00K C00V 116.5(8) . . ?
C017 C00K C015 120.9(7) . . ?
C00E C00L H00L 119.6 . . ?
C00E C00L C00R 120.9(5) . . ?
C00R C00L H00L 119.6 . . ?
C00H C00M H00C 108.5 . . ?
C00H C00M H00D 108.5 . . ?
H00C C00M H00D 107.5 . . ?
C00Y C00M C00H 115.0(4) . . ?
C00Y C00M H00C 108.5 . . ?
C00Y C00M H00D 108.5 . . ?
C00E C00N H00N 119.8 . . ?
C00E C00N C00U 120.5(4) . . ?
C00U C00N H00N 119.8 . . ?
C00X C00O C00J 121.3(5) . . ?
C00X C00O C014 117.2(5) . . ?
C014 C00O C00J 121.5(4) . . ?
C00D C00P H00P 119.6 . . ?
C00D C00P C00Z 120.9(5) . . ?
C00Z C00P H00P 119.6 . . ?
C00G C00Q H00A 108.6 . . ?
C00G C00Q H00B 108.6 . . ?
H00A C00Q H00B 107.5 . . ?
C00T C00Q C00G 114.8(4) . . ?
C00T C00Q H00A 108.6 . . ?
C00T C00Q H00B 108.6 . . ?
C00L C00R H00R 120.0 . . ?
C00W C00R C00L 119.9(5) . . ?
C00W C00R H00R 120.0 . . ?
C013 C00S H00S 120.1 . . ?
C014 C00S H00S 120.1 . . ?
C014 C00S C013 119.9(7) . . ?
C00Q C00T H00T 108.4 . . ?
C00Q C00T C016 109.0(5) . . ?
C00Q C00T C01B 112.6(5) . . ?
C016 C00T H00T 108.4 . . ?
C01B C00T H00T 108.4 . . ?
C01B C00T C016 110.1(6) . . ?
C00N C00U H00U 119.5 . . ?
C00W C00U C00N 121.0(5) . . ?
C00W C00U H00U 119.5 . . ?
N00F C00V C00K 120.0(7) . . ?
N00F C00V H00V 120.0 . . ?
C00K C00V H00V 120.0 . . ?
C00R C00W H00W 120.2 . . ?
C00U C00W C00R 119.7(5) . . ?
C00U C00W H00W 120.2 . . ?
C00O C00X H00X 119.4 . . ?
C010 C00X C00O 121.2(6) . . ?
C010 C00X H00X 119.4 . . ?
C00M C00Y H00Y 107.3 . . ?
C01A C00Y C00M 110.3(6) . . ?
C01A C00Y H00Y 107.3 . . ?
C01A C00Y C01C 112.2(6) . . ?
C01C C00Y C00M 112.1(4) . . ?
C01C C00Y H00Y 107.3 . . ?
C00P C00Z H00Z 119.9 . . ?
C011 C00Z C00P 120.3(5) . . ?
C011 C00Z H00Z 119.9 . . ?
C00X C010 H010 119.4 . . ?
C00X C010 C013 121.2(6) . . ?
C013 C010 H010 119.4 . . ?
C00Z C011 H011 120.2 . . ?
C00Z C011 C018 119.7(6) . . ?
C018 C011 H011 120.2 . . ?
C017 C012 H012 120.3 . . ?
C01D C012 H012 120.3 . . ?
C01D C012 C017 119.4(8) . . ?
C00S C013 H013 120.6 . . ?
C010 C013 C00S 118.9(6) . . ?
C010 C013 H013 120.6 . . ?
C00O C014 H014 119.2 . . ?
C00S C014 C00O 121.7(6) . . ?
C00S C014 H014 119.2 . . ?
C00K C015 H015 120.3 . . ?
C00K C015 C01E 119.4(8) . . ?
C01E C015 H015 120.3 . . ?
C00T C016 H01A 109.5 . . ?
C00T C016 H01B 109.5 . . ?
C00T C016 H01C 109.5 . . ?
H01A C016 H01B 109.5 . . ?
H01A C016 H01C 109.5 . . ?
H01B C016 H01C 109.5 . . ?
C00K C017 C012 118.1(10) . . ?
C00K C017 H017 121.0 . . ?
C012 C017 H017 121.0 . . ?
C011 C018 H018 119.7 . . ?
C011 C018 C019 120.5(6) . . ?
C019 C018 H018 119.7 . . ?
C00D C019 C018 121.3(5) . . ?
C00D C019 H019 119.3 . . ?
C018 C019 H019 119.3 . . ?
C00Y C01A H01G 109.5 . . ?
C00Y C01A H01H 109.5 . . ?
C00Y C01A H01I 109.5 . . ?
H01G C01A H01H 109.5 . . ?
H01G C01A H01I 109.5 . . ?
H01H C01A H01I 109.5 . . ?
C00T C01B H01D 109.5 . . ?
C00T C01B H01E 109.5 . . ?
C00T C01B H01F 109.5 . . ?
H01D C01B H01E 109.5 . . ?
H01D C01B H01F 109.5 . . ?
H01E C01B H01F 109.5 . . ?
C00Y C01C H01J 109.5 . . ?
C00Y C01C H01K 109.5 . . ?
C00Y C01C H01L 109.5 . . ?
H01J C01C H01K 109.5 . . ?
H01J C01C H01L 109.5 . . ?
H01K C01C H01L 109.5 . . ?
C012 C01D H01M 120.1 . . ?
C01E C01D C012 119.7(7) . . ?
C01E C01D H01M 120.1 . . ?
C015 C01E H01N 118.8 . . ?
C01D C01E C015 122.4(10) . . ?
C01D C01E H01N 118.8 . . ?
C1 O01F C01H 116.3(18) . . ?
O01F C01H H01O 112.5 . . ?
O01F C01H H01P 112.5 . . ?
O01F C01H C2 96(3) . . ?
H01O C01H H01P 110.1 . . ?
C2 C01H H01O 112.5 . . ?
C2 C01H H01P 112.5 . . ?
O01F C1 C3 111.0(16) . . ?
O01G C1 O01F 120(2) . . ?
O01G C1 C3 128.6(19) . . ?
C01H C2 H2A 109.5 . . ?
C01H C2 H2B 109.5 . . ?
C01H C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
