# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_cmc21
_database_code_depnum_ccdc_archive 'CCDC 1971015'
loop_
_audit_author_name
_audit_author_address
'Hyunchul Kwon'
;University of California, Berkeley
United States of America
;
_audit_update_record             
;
2019-12-10 deposited with the CCDC.	2020-08-26 downloaded from the CCDC.
;
_audit_creation_date             2019-05-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H25 Mo N7'
_chemical_formula_sum            'C29 H25 Mo N7'
_chemical_formula_weight         567.50
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      orthorhombic
_space_group_IT_number           63
_space_group_name_H-M_alt        'C m c m'
_space_group_name_Hall           '-C 2c 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z-1/2'
'x, -y, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z-1/2'
'x+1/2, -y+1/2, z-1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   14.307(3)
_cell_length_b                   11.256(2)
_cell_length_c                   20.349(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3277.0(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1781
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.372
_cell_measurement_theta_min      2.511
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.959
_exptl_absorpt_coefficient_mu    0.426
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dull violet'
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0135
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            3254
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.511
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  Synchrotron
_diffrn_measurement_method       phi-scan
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.70000
_diffrn_source                   Synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1706
_reflns_number_total             1781
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.734
_refine_diff_density_min         -1.963
_refine_diff_density_rms         0.139
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1781
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0567
_refine_ls_restrained_S_all      1.114
_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)+(0.0731P)²+38.9779P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.1546
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C10, C6, C4, C2, C1, C5, C9, C7, C8
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C10 \\sim C6 \\sim C4 \\sim C2 \\sim C1 \\sim C5 \\sim C9 \\sim C7 \\sim C8:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C5) = Uanis(C4)
Uanis(N3) = Uanis(N1)
Uanis(C8) = Uanis(C2)
4. Others
 Fixed Sof: H5A(0.5) H5B(0.5) H5C(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C1(H1), C2(H2), C9(H9), C7(H7), C8(H8)
5.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.000000 0.50794(5) 0.750000 0.0058(2) Uani 1 4 d S T P . .
N1 N 0.000000 0.6941(5) 0.750000 0.0130(9) Uani 1 4 d S T P . .
N2 N 0.1117(2) 0.5173(3) 0.68162(17) 0.0142(7) Uani 1 1 d . . . . .
N3 N 0.000000 0.3354(5) 0.750000 0.0130(9) Uani 1 4 d S T P . .
C6 C 0.1804(3) 0.6012(4) 0.6894(3) 0.0275(10) Uani 1 1 d . U . . .
C3 C 0.0822(4) 0.7559(5) 0.750000 0.0180(11) Uani 1 2 d S T P . .
N4 N 0.000000 0.2340(7) 0.750000 0.043(3) Uani 1 4 d S T P . .
C10 C 0.1208(3) 0.4400(4) 0.6305(2) 0.0256(9) Uani 1 1 d . U . . .
H10 H 0.074355 0.380359 0.625522 0.031 Uiso 1 1 calc R . . . .
C4 C 0.1738(5) 0.6820(6) 0.750000 0.0370(12) Uani 1 2 d S TU P . .
C1 C 0.000000 0.9403(8) 0.750000 0.041(3) Uani 1 4 d S TU P . .
H1 H 0.000000 1.024710 0.750000 0.049 Uiso 1 4 calc RS T P . .
C2 C 0.0826(7) 0.8795(7) 0.750000 0.0543(13) Uani 1 2 d S TU P . .
H2 H 0.140204 0.921503 0.750000 0.065 Uiso 1 2 calc RS T P . .
C5 C 0.2567(4) 0.7689(6) 0.750000 0.0370(12) Uani 1 2 d S TU P . .
H5A H 0.247249 0.829046 0.784199 0.055 Uiso 0.5 1 calc GR . . A -1
H5B H 0.260992 0.807872 0.707035 0.055 Uiso 0.5 1 calc GR . . A -1
H5C H 0.314609 0.725270 0.758766 0.055 Uiso 0.5 1 calc GR . . A -1
C9 C 0.1919(5) 0.4424(5) 0.5860(3) 0.0503(16) Uani 1 1 d . U . . .
H9 H 0.194255 0.386531 0.551070 0.060 Uiso 1 1 calc R . . . .
C7 C 0.2544(4) 0.6073(5) 0.6451(4) 0.060(2) Uani 1 1 d . U . . .
H7 H 0.300865 0.666665 0.651079 0.072 Uiso 1 1 calc R . . . .
C8 C 0.2624(5) 0.5302(5) 0.5930(4) 0.0543(13) Uani 1 1 d . U . . .
H8 H 0.312939 0.535437 0.562851 0.065 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
Mo1 N1 2.096(6) . ?
Mo1 N2 2.121(3) 3_556 ?
Mo1 N2 2.121(3) 10_557 ?
Mo1 N2 2.121(3) 12 ?
Mo1 N2 2.121(3) . ?
Mo1 N3 1.942(6) . ?
N1 C3 1.367(6) 3_556 ?
N1 C3 1.367(6) . ?
N2 C6 1.372(5) . ?
N2 C10 1.362(5) . ?
N3 N4 1.142(10) . ?
C6 C4 1.535(6) . ?
C6 C7 1.393(7) . ?
C3 C4 1.552(9) . ?
C3 C2 1.391(10) . ?
C10 H10 0.9500 . ?
C10 C9 1.362(7) . ?
C4 C6 1.535(6) 10_557 ?
C4 C5 1.537(8) . ?
C1 H1 0.9500 . ?
C1 C2 1.366(11) . ?
C1 C2 1.366(11) 3_556 ?
C2 H2 0.9500 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C9 H9 0.9500 . ?
C9 C8 1.418(9) . ?
C7 H7 0.9500 . ?
C7 C8 1.376(10) . ?
C8 H8 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
N1 Mo1 N2 87.16(8) . . ?
N1 Mo1 N2 87.16(8) . 10_557 ?
N1 Mo1 N2 87.16(8) . 12 ?
N1 Mo1 N2 87.16(8) . 3_556 ?
N2 Mo1 N2 81.99(19) 12 3_556 ?
N2 Mo1 N2 81.99(19) . 10_557 ?
N2 Mo1 N2 97.72(19) . 12 ?
N2 Mo1 N2 174.32(16) 10_557 12 ?
N2 Mo1 N2 97.72(19) 10_557 3_556 ?
N2 Mo1 N2 174.32(16) . 3_556 ?
N3 Mo1 N1 180.0 . . ?
N3 Mo1 N2 92.84(8) . 3_556 ?
N3 Mo1 N2 92.84(8) . . ?
N3 Mo1 N2 92.84(8) . 10_557 ?
N3 Mo1 N2 92.84(8) . 12 ?
C3 N1 Mo1 120.6(3) . . ?
C3 N1 Mo1 120.6(3) 3_556 . ?
C3 N1 C3 118.8(6) 3_556 . ?
C6 N2 Mo1 119.8(3) . . ?
C10 N2 Mo1 122.8(3) . . ?
C10 N2 C6 117.3(4) . . ?
N4 N3 Mo1 180.0 . . ?
N2 C6 C4 117.2(4) . . ?
N2 C6 C7 120.3(5) . . ?
C7 C6 C4 122.5(5) . . ?
N1 C3 C4 117.0(5) . . ?
N1 C3 C2 120.8(6) . . ?
C2 C3 C4 122.2(6) . . ?
N2 C10 H10 117.7 . . ?
C9 C10 N2 124.5(5) . . ?
C9 C10 H10 117.7 . . ?
C6 C4 C6 106.8(5) 10_557 . ?
C6 C4 C3 111.7(3) 10_557 . ?
C6 C4 C3 111.7(3) . . ?
C6 C4 C5 109.3(3) 10_557 . ?
C6 C4 C5 109.3(3) . . ?
C5 C4 C3 108.1(5) . . ?
C2 C1 H1 120.1 3_556 . ?
C2 C1 H1 120.1 . . ?
C2 C1 C2 119.8(10) 3_556 . ?
C3 C2 H2 120.1 . . ?
C1 C2 C3 119.9(8) . . ?
C1 C2 H2 120.1 . . ?
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 . . ?
C10 C9 H9 120.7 . . ?
C10 C9 C8 118.6(6) . . ?
C8 C9 H9 120.7 . . ?
C6 C7 H7 119.0 . . ?
C8 C7 C6 122.1(6) . . ?
C8 C7 H7 119.0 . . ?
C9 C8 H8 121.4 . . ?
C7 C8 C9 117.2(6) . . ?
C7 C8 H8 121.4 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.418 -0.255 0.000 584.0 180.7 ?
2 -0.381 -0.047 0.500 584.0 180.7 ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# 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_c2c_a
_database_code_depnum_ccdc_archive 'CCDC 2014521'
loop_
_audit_author_name
_audit_author_address
hyunchul POSTECH
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-08-26 downloaded from the CCDC.
;
_audit_creation_date             2020-07-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C54 H74 N6 Na4 O8)'
_chemical_formula_sum            'C27 H37 N3 Na2 O4'
_chemical_formula_weight         513.57
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.427(5)
_cell_length_b                   18.077(10)
_cell_length_c                   11.027(4)
_cell_angle_alpha                90
_cell_angle_beta                 113.285(8)
_cell_angle_gamma                90
_cell_volume                     2641.5(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    281
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.50
_cell_measurement_theta_min      3.07
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_unetI/netI     0.0839
_diffrn_reflns_Laue_measured_fraction_full 0.508
_diffrn_reflns_Laue_measured_fraction_max 0.484
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1939
_diffrn_reflns_point_group_measured_fraction_full 0.508
_diffrn_reflns_point_group_measured_fraction_max 0.484
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.300
_diffrn_reflns_theta_min         3.074
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.508
_diffrn_measured_fraction_theta_max 0.484
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                973
_reflns_number_total             1595
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         1595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1064
_refine_ls_R_factor_gt           0.0617
_refine_ls_restrained_S_all      0.960
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1477
_refine_ls_wR_factor_ref         0.1886
_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:
 C00E(H00E,H00F), C00F(H00G,H00H)
2.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C00A(H00A), C00B(H00B), C00C(H00C), C00D(H00D), C00H(H00L)
2.c Idealised Me refined as rotating group:
 C00G(H00I,H00J,H00K), C00I(H00M,H00N,H00O), C00J(H00P,H00Q,H00R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Na01 Na 0.61790(9) 0.78256(12) 0.35929(11) 0.0170(6) Uani 1 1 d . . . . .
O002 O 0.71339(18) 0.7779(2) 0.6070(2) 0.0243(10) Uani 1 1 d . . . . .
O003 O 0.70165(19) 0.9012(3) 0.4389(2) 0.0286(11) Uani 1 1 d . . . . .
N004 N 0.5408(2) 0.8167(3) 0.1250(3) 0.0143(10) Uani 1 1 d . . . . .
N005 N 0.500000 0.6862(3) 0.250000 0.0139(13) Uani 1 2 d S T P . .
C006 C 0.5656(3) 0.7635(3) 0.0517(3) 0.0201(14) Uani 1 1 d . . . . .
C007 C 0.5277(3) 0.6483(3) 0.1605(3) 0.0193(12) Uani 1 1 d . . . . .
C008 C 0.5455(3) 0.8880(3) 0.1003(3) 0.0205(13) Uani 1 1 d . . . . .
H008 H 0.527235 0.921239 0.151347 0.025 Uiso 1 1 calc R . . . .
C009 C 0.5588(3) 0.6876(3) 0.0684(3) 0.0222(13) Uani 1 1 d . . . . .
C00A C 0.5254(3) 0.5702(3) 0.1588(4) 0.0231(12) Uani 1 1 d . . . . .
H00A H 0.540886 0.544309 0.096353 0.028 Uiso 1 1 calc R . . . .
C00B C 0.500000 0.5324(5) 0.250000 0.032(2) Uani 1 2 d S T P . .
H00B H 0.500001 0.480920 0.250001 0.038 Uiso 1 2 calc RS T P . .
C00C C 0.5748(3) 0.9172(4) 0.0059(3) 0.0300(16) Uani 1 1 d . . . . .
H00C H 0.577243 0.967894 -0.006947 0.036 Uiso 1 1 calc R . . . .
C00D C 0.5979(4) 0.7927(4) -0.0474(4) 0.0356(18) Uani 1 1 d . . . . .
H00D H 0.617391 0.759873 -0.097906 0.043 Uiso 1 1 calc R . . . .
C00E C 0.7082(3) 0.8533(4) 0.6451(3) 0.0289(16) Uani 1 1 d . . . . .
H00E H 0.742864 0.858105 0.740097 0.035 Uiso 1 1 calc R . . . .
H00F H 0.638219 0.867332 0.620795 0.035 Uiso 1 1 calc R . . . .
C00F C 0.7552(3) 0.9031(4) 0.5793(4) 0.0328(15) Uani 1 1 d . . . . .
H00G H 0.755635 0.953242 0.610679 0.039 Uiso 1 1 calc R . . . .
H00H H 0.824639 0.888109 0.601805 0.039 Uiso 1 1 calc R . . . .
C00G C 0.7414(3) 0.9531(4) 0.3781(4) 0.0373(16) Uani 1 1 d . . . . .
H00I H 0.812384 0.944421 0.404618 0.056 Uiso 1 1 calc GR . . . .
H00J H 0.731059 1.002107 0.403992 0.056 Uiso 1 1 calc GR . . . .
H00K H 0.708074 0.948419 0.283925 0.056 Uiso 1 1 calc GR . . . .
C00H C 0.6006(4) 0.8655(5) -0.0688(4) 0.040(2) Uani 1 1 d . . . . .
H00L H 0.620108 0.881834 -0.135167 0.048 Uiso 1 1 calc R . . . .
C00I C 0.6782(3) 0.7278(4) 0.6796(3) 0.037(2) Uani 1 1 d . . . . .
H00M H 0.614522 0.744700 0.677472 0.055 Uiso 1 1 calc GR . . . .
H00N H 0.726354 0.725598 0.769503 0.055 Uiso 1 1 calc GR . . . .
H00O H 0.670246 0.679490 0.640724 0.055 Uiso 1 1 calc GR . . . .
C00J C 0.5853(5) 0.6392(5) -0.0256(5) 0.060(2) Uani 1 1 d . . . . .
H00P H 0.528250 0.635837 -0.108419 0.090 Uiso 1 1 calc GR . . . .
H00Q H 0.603201 0.590629 0.011624 0.090 Uiso 1 1 calc GR . . . .
H00R H 0.641359 0.660429 -0.039461 0.090 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
Na01 Na01 4.024(3) 7_666 ?
Na01 Na01 3.301(2) 2_655 ?
Na01 O002 2.558(3) 7_666 ?
Na01 O002 2.528(3) . ?
Na01 O003 2.448(5) . ?
Na01 N004 2.454(3) . ?
Na01 N004 2.442(3) 2_655 ?
Na01 N005 2.400(5) . ?
O002 C00E 1.437(7) . ?
O002 C00I 1.428(6) . ?
O003 C00F 1.431(4) . ?
O003 C00G 1.401(7) . ?
N004 C006 1.391(6) . ?
N004 C008 1.325(7) . ?
N005 C007 1.384(5) 2_655 ?
N005 C007 1.384(5) . ?
C006 C009 1.393(8) . ?
C006 C00D 1.445(6) . ?
C007 C009 1.448(6) . ?
C007 C00A 1.413(8) . ?
C008 C00C 1.374(6) . ?
C009 C00J 1.517(7) . ?
C00A C00B 1.380(7) . ?
C00C C00H 1.390(9) . ?
C00D C00H 1.341(10) . ?
C00E C00F 1.478(8) . ?

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
Na01 Na01 Na01 162.09(6) 2_655 7_666 ?
O002 Na01 Na01 138.85(9) . 2_655 ?
O002 Na01 Na01 37.44(6) 7_666 7_666 ?
O002 Na01 Na01 138.83(9) 7_666 2_655 ?
O002 Na01 Na01 37.96(7) . 7_666 ?
O002 Na01 O002 75.41(10) . 7_666 ?
O003 Na01 Na01 78.29(9) . 7_666 ?
O003 Na01 Na01 118.80(8) . 2_655 ?
O003 Na01 O002 70.16(12) . . ?
O003 Na01 O002 90.93(13) . 7_666 ?
O003 Na01 N004 96.40(15) . . ?
N004 Na01 Na01 47.45(8) . 2_655 ?
N004 Na01 Na01 47.75(7) 2_655 2_655 ?
N004 Na01 Na01 141.49(9) . 7_666 ?
N004 Na01 Na01 130.37(8) 2_655 7_666 ?
N004 Na01 O002 164.24(14) 2_655 7_666 ?
N004 Na01 O002 105.64(10) . 7_666 ?
N004 Na01 O002 93.28(9) 2_655 . ?
N004 Na01 O002 166.56(17) . . ?
N004 Na01 O003 95.55(15) 2_655 . ?
N004 Na01 N004 87.93(12) 2_655 . ?
N005 Na01 Na01 116.24(14) . 7_666 ?
N005 Na01 Na01 46.55(11) . 2_655 ?
N005 Na01 O002 119.59(13) . . ?
N005 Na01 O002 101.97(15) . 7_666 ?
N005 Na01 O003 165.34(15) . . ?
N005 Na01 N004 73.79(13) . 2_655 ?
N005 Na01 N004 73.58(13) . . ?
Na01 O002 Na01 104.59(10) . 7_666 ?
C00E O002 Na01 102.4(2) . . ?
C00E O002 Na01 121.3(2) . 7_666 ?
C00I O002 Na01 100.1(3) . 7_666 ?
C00I O002 Na01 117.7(2) . . ?
C00I O002 C00E 111.5(4) . . ?
C00F O003 Na01 112.8(3) . . ?
C00G O003 Na01 130.7(3) . . ?
C00G O003 C00F 110.7(4) . . ?
Na01 N004 Na01 84.79(11) 2_655 . ?
C006 N004 Na01 108.9(3) . . ?
C006 N004 Na01 109.3(3) . 2_655 ?
C008 N004 Na01 112.7(3) . 2_655 ?
C008 N004 Na01 115.0(3) . . ?
C008 N004 C006 120.5(4) . . ?
Na01 N005 Na01 86.9(2) . 2_655 ?
C007 N005 Na01 110.4(2) . 2_655 ?
C007 N005 Na01 110.4(2) 2_655 . ?
C007 N005 Na01 111.7(2) 2_655 2_655 ?
C007 N005 Na01 111.7(2) . . ?
C007 N005 C007 120.7(6) 2_655 . ?
N004 C006 C009 123.7(4) . . ?
N004 C006 C00D 114.9(5) . . ?
C009 C006 C00D 121.3(5) . . ?
N005 C007 C009 120.9(5) . . ?
N005 C007 C00A 119.4(4) . . ?
C00A C007 C009 119.6(4) . . ?
N004 C008 C00C 125.9(5) . . ?
C006 C009 C007 129.4(4) . . ?
C006 C009 C00J 115.3(4) . . ?
C007 C009 C00J 115.3(5) . . ?
C00B C00A C007 119.9(5) . . ?
C00A C00B C00A 120.6(8) . 2_655 ?
C008 C00C C00H 115.1(6) . . ?
C00H C00D C006 122.1(5) . . ?
O002 C00E C00F 110.3(4) . . ?
O003 C00F C00E 111.1(4) . . ?
C00D C00H C00C 121.5(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
