# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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. 
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data_20211129li_lidz4214_zcs_xa_0m
_database_code_depnum_ccdc_archive 'CCDC 2166745'
loop_
_audit_author_name
_audit_author_address
'Jin Zhang'
;Shaanxi University of Science and Technology
China
;
_audit_update_record             
;
2022-04-16 deposited with the CCDC.	2022-08-10 downloaded from the CCDC.
;
_audit_creation_date             2021-12-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        N-(tert-butyl)-N-methylpivalamide
_chemical_formula_moiety         'C10 H21 N O'
_chemical_formula_sum            'C10 H21 N O'
_chemical_formula_weight         171.28
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   17.280(3)
_cell_length_b                   5.9478(9)
_cell_length_c                   10.4426(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1073.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5179
_cell_measurement_temperature    121.15
_cell_measurement_theta_max      54.161
_cell_measurement_theta_min      5.771
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.331
_exptl_absorpt_correction_T_max  0.3667
_exptl_absorpt_correction_T_min  0.2079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1316 before and 0.0846 after correction.
The Ratio of minimum to maximum transmission is 0.5669.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5708
_diffrn_reflns_point_group_measured_fraction_full 0.917
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.185
_diffrn_reflns_theta_min         5.782
_diffrn_ambient_temperature      121.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.19931339999999997
_diffrn_source_voltage           69.69
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_full    0.841
_reflns_Friedel_fraction_max     0.828
_reflns_number_gt                1714
_reflns_number_total             1814
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.4(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1814
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      1.158
_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)+(0.0771P)²+0.2076P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1418
_refine_ls_wR_factor_ref         0.1464
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.6(8)
 0.4(8)
2. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
3.a Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,
 H6B,H6C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C)
;
_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
O1 O 0.04673(12) 0.1050(4) 0.5974(3) 0.0532(7) Uani 1 1 d . . . . .
N1 N -0.00908(14) 0.2551(4) 0.7724(3) 0.0374(6) Uani 1 1 d . . . . .
C1 C 0.05255(17) 0.2198(5) 0.6949(3) 0.0399(7) Uani 1 1 d . . . . .
C2 C 0.1724(2) 0.2216(6) 0.8406(4) 0.0530(9) Uani 1 1 d . . . . .
H2A H 0.145556 0.269634 0.918613 0.079 Uiso 1 1 calc R U . . .
H2B H 0.226495 0.270299 0.844133 0.079 Uiso 1 1 calc R U . . .
H2C H 0.170204 0.057432 0.833677 0.079 Uiso 1 1 calc R U . . .
C3 C -0.00260(19) 0.3460(6) 0.9018(3) 0.0451(7) Uani 1 1 d . . . . .
H3A H -0.013574 0.227075 0.964177 0.068 Uiso 1 1 calc R U . . .
H3B H -0.039839 0.468761 0.912725 0.068 Uiso 1 1 calc R U . . .
H3C H 0.049959 0.403096 0.915373 0.068 Uiso 1 1 calc R U . . .
C4 C 0.12709(18) 0.5838(5) 0.7343(4) 0.0508(9) Uani 1 1 d . . . . .
H4A H 0.103000 0.644715 0.656719 0.076 Uiso 1 1 calc R U . . .
H4B H 0.179052 0.647544 0.744158 0.076 Uiso 1 1 calc R U . . .
H4C H 0.095553 0.623163 0.808979 0.076 Uiso 1 1 calc R U . . .
C5 C -0.1109(2) 0.2272(6) 0.6049(4) 0.0553(9) Uani 1 1 d . . . . .
H5A H -0.110807 0.391795 0.600773 0.083 Uiso 1 1 calc R U . . .
H5B H -0.163141 0.171161 0.586840 0.083 Uiso 1 1 calc R U . . .
H5C H -0.074742 0.167122 0.541202 0.083 Uiso 1 1 calc R U . . .
C6 C -0.08039(18) -0.1032(5) 0.7481(4) 0.0488(8) Uani 1 1 d . . . . .
H6A H -0.042313 -0.158300 0.686009 0.073 Uiso 1 1 calc R U . . .
H6B H -0.130995 -0.170149 0.729658 0.073 Uiso 1 1 calc R U . . .
H6C H -0.064143 -0.145126 0.834752 0.073 Uiso 1 1 calc R U . . .
C7 C 0.1841(2) 0.2772(7) 0.6080(4) 0.0564(9) Uani 1 1 d . . . . .
H7A H 0.191004 0.114278 0.599888 0.085 Uiso 1 1 calc R U . . .
H7B H 0.234647 0.349020 0.619738 0.085 Uiso 1 1 calc R U . . .
H7C H 0.159608 0.335906 0.530234 0.085 Uiso 1 1 calc R U . . .
C8 C 0.13284(16) 0.3276(5) 0.7233(3) 0.0408(7) Uani 1 1 d . . . . .
C9 C -0.1484(2) 0.2308(6) 0.8311(4) 0.0559(9) Uani 1 1 d . . . . .
H9A H -0.135757 0.179918 0.917804 0.084 Uiso 1 1 calc R U . . .
H9B H -0.198562 0.168261 0.805373 0.084 Uiso 1 1 calc R U . . .
H9C H -0.151140 0.395412 0.829640 0.084 Uiso 1 1 calc R U . . .
C10 C -0.08615(15) 0.1516(5) 0.7384(3) 0.0397(7) 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 C1 1.230(4) . ?
N1 C1 1.354(4) . ?
N1 C3 1.460(5) . ?
N1 C10 1.510(3) . ?
C1 C8 1.557(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 C8 1.537(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C4 C8 1.532(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C5 C10 1.527(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 C10 1.522(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 C8 1.524(5) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 C10 1.522(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
C1 N1 C3 123.4(3) . . ?
C1 N1 C10 119.4(3) . . ?
C3 N1 C10 115.9(3) . . ?
O1 C1 N1 121.1(3) . . ?
O1 C1 C8 117.3(3) . . ?
N1 C1 C8 121.6(3) . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C8 C2 H2A 109.5 . . ?
C8 C2 H2B 109.5 . . ?
C8 C2 H2C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C8 C4 H4A 109.5 . . ?
C8 C4 H4B 109.5 . . ?
C8 C4 H4C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C10 C5 H5A 109.5 . . ?
C10 C5 H5B 109.5 . . ?
C10 C5 H5C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C10 C6 H6A 109.5 . . ?
C10 C6 H6B 109.5 . . ?
C10 C6 H6C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
C2 C8 C1 112.2(3) . . ?
C4 C8 C1 111.5(2) . . ?
C4 C8 C2 112.1(3) . . ?
C7 C8 C1 106.7(3) . . ?
C7 C8 C2 106.9(3) . . ?
C7 C8 C4 107.0(3) . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
N1 C10 C5 110.0(3) . . ?
N1 C10 C6 109.4(2) . . ?
N1 C10 C9 110.4(3) . . ?
C6 C10 C5 111.8(3) . . ?
C6 C10 C9 108.2(3) . . ?
C9 C10 C5 106.9(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C8 C2 -111.0(4) . . . . ?
O1 C1 C8 C4 122.2(3) . . . . ?
O1 C1 C8 C7 5.7(4) . . . . ?
N1 C1 C8 C2 70.7(4) . . . . ?
N1 C1 C8 C4 -56.1(4) . . . . ?
N1 C1 C8 C7 -172.6(3) . . . . ?
C1 N1 C10 C5 -56.9(3) . . . . ?
C1 N1 C10 C6 66.3(4) . . . . ?
C1 N1 C10 C9 -174.7(3) . . . . ?
C3 N1 C1 O1 166.1(3) . . . . ?
C3 N1 C1 C8 -15.7(4) . . . . ?
C3 N1 C10 C5 136.1(3) . . . . ?
C3 N1 C10 C6 -100.7(3) . . . . ?
C3 N1 C10 C9 18.3(4) . . . . ?
C10 N1 C1 O1 0.1(4) . . . . ?
C10 N1 C1 C8 178.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6(8)
2 0.4(8)

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM/Hexane'
