data_220514d
_audit_creation_method 'SHELXL-97'
_audit_creation_date	2025-08-10
_audit_update_record	2025-08-10
_chemical_formula_sum	'N O C22 H27'
_chemical_formula_weight	321.461
_refine_ls_R_factor_all	0.071
_cell_length_a	10.1122(11)
_cell_length_b	11.5702(12)
_cell_length_c	15.3663(13)
_cell_angle_alpha	90.000
_cell_angle_beta	90.000
_cell_angle_gamma	90.000
_cell_volume	1797.9(3)
_cell_formula_units_Z	4
_exptl_crystal_density_meas	0.000
_symmetry_int_tables_number	19
_symmetry_space_group_name_H-M	'P 21 21 21'
_symmetry_space_group_name_Hall	'P_2ac_2ab'

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z

loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_radius_bond
N	?	1.200
O	?	1.200
C	?	1.200
H	?	1.200


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_attached_hydrogens
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_u_iso_or_equiv
N1 N  0.4753(2)  0.4016(2)  0.0009(1)  1.000 4 a ? d Uani  0.0548(5)
O1 O  0.5145(2)  0.5249(2)  0.1085(1)  1.000 4 a ? d Uani  0.0718(5)
C1 C  0.4588(2)  0.4383(2)  0.0831(2)  1.000 4 a ? d Uani  0.0486(6)
C2 C  0.3743(2)  0.3671(2)  0.1428(1)  1.000 4 a ? d Uani  0.0445(6)
H2 H  0.3044  0.3309  0.1080  1.000 4 a ? calc Uiso  0.05300
C3 C  0.4506(3)  0.2720(2)  0.1895(2)  1.000 4 a ? d Uani  0.0640(7)
H3 H  0.4732  0.2058  0.1526  1.000 4 a ? calc Uiso  0.07700
C4 C  0.5660(3)  0.3222(3)  0.2383(2)  1.000 4 a ? d Uani  0.0887(9)
H4A H  0.6177  0.3731  0.2015  1.000 4 a ? calc Uiso  0.10600
H4B H  0.6228  0.2619  0.2612  1.000 4 a ? calc Uiso  0.10600
C5 C  0.4980(3)  0.3899(3)  0.3124(2)  1.000 4 a ? d Uani  0.0908(10)
H5A H  0.5265  0.3621  0.3689  1.000 4 a ? calc Uiso  0.10900
H5B H  0.5168  0.4719  0.3081  1.000 4 a ? calc Uiso  0.10900
C6 C  0.3513(3)  0.3658(2)  0.2977(2)  1.000 4 a ? d Uani  0.0653(7)
H6 H  0.2955  0.3757  0.3493  1.000 4 a ? calc Uiso  0.07800
C7 C  0.3080(2)  0.4347(2)  0.2188(1)  1.000 4 a ? d Uani  0.0463(6)
H7 H  0.3488  0.5114  0.2222  1.000 4 a ? calc Uiso  0.05600
C8 C  0.3568(3)  0.2437(2)  0.2628(2)  1.000 4 a ? d Uani  0.0695(8)
H8A H  0.3940  0.1894  0.3042  1.000 4 a ? calc Uiso  0.08300
H8B H  0.2717  0.2163  0.2423  1.000 4 a ? calc Uiso  0.08300
C9 C  0.1619(2)  0.4502(2)  0.2061(1)  1.000 4 a ? d Uani  0.0436(5)
C10 C  0.0725(2)  0.3806(2)  0.2472(1)  1.000 4 a ? d Uani  0.0548(6)
H10 H  0.1036  0.3231  0.2842  1.000 4 a ? calc Uiso  0.06600
C11 C -0.0629(3)  0.3923(2)  0.2359(2)  1.000 4 a ? d Uani  0.0600(6)
H11 H -0.1202  0.3425  0.2648  1.000 4 a ? calc Uiso  0.07200
C12 C -0.1122(3)  0.4745(2)  0.1837(2)  1.000 4 a ? d Uani  0.0614(7)
H12 H -0.2031  0.4818  0.1766  1.000 4 a ? calc Uiso  0.07400
C13 C -0.0259(2)  0.5494(2)  0.1397(2)  1.000 4 a ? d Uani  0.0519(6)
C14 C  0.1119(2)  0.5379(2)  0.1508(1)  1.000 4 a ? d Uani  0.0452(6)
C15 C  0.1940(3)  0.6155(2)  0.1061(2)  1.000 4 a ? d Uani  0.0571(6)
H15 H  0.2853  0.6106  0.1122  1.000 4 a ? calc Uiso  0.06900
C16 C  0.1402(3)  0.6981(2)  0.0538(2)  1.000 4 a ? d Uani  0.0711(8)
H16 H  0.1957  0.7488  0.0242  1.000 4 a ? calc Uiso  0.08500
C17 C  0.0054(3)  0.7080(2)  0.0437(2)  1.000 4 a ? d Uani  0.0731(8)
H17 H -0.0293  0.7650  0.0076  1.000 4 a ? calc Uiso  0.08800
C18 C -0.0759(3)  0.6357(2)  0.0857(2)  1.000 4 a ? d Uani  0.0651(7)
H18 H -0.1669  0.6431  0.0787  1.000 4 a ? calc Uiso  0.07800
C19 C  0.5546(3)  0.4707(2) -0.0581(2)  1.000 4 a ? d Uani  0.0700(8)
H19A H  0.5505  0.5509 -0.0398  1.000 4 a ? calc Uiso  0.08400
H19B H  0.5166  0.4659 -0.1159  1.000 4 a ? calc Uiso  0.08400
C20 C  0.6938(3)  0.4350(3) -0.0624(2)  1.000 4 a ? d Uani  0.0962(10)
H20A H  0.7330  0.4412 -0.0057  1.000 4 a ? calc Uiso  0.14400
H20B H  0.7405  0.4842 -0.1023  1.000 4 a ? calc Uiso  0.14400
H20C H  0.6990  0.3564 -0.0821  1.000 4 a ? calc Uiso  0.14400
C21 C  0.4081(3)  0.3034(2) -0.0370(2)  1.000 4 a ? d Uani  0.0700(8)
H21A H  0.3931  0.2459  0.0078  1.000 4 a ? calc Uiso  0.08400
H21B H  0.4646  0.2691 -0.0810  1.000 4 a ? calc Uiso  0.08400
C22 C  0.2785(4)  0.3347(3) -0.0775(2)  1.000 4 a ? d Uani  0.1169(13)
H22A H  0.2190  0.3616 -0.0333  1.000 4 a ? calc Uiso  0.17500
H22B H  0.2415  0.2679 -0.1055  1.000 4 a ? calc Uiso  0.17500
H22C H  0.2919  0.3947 -0.1198  1.000 4 a ? calc Uiso  0.17500



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . .  1.3434(29) no
N1 C21 . .  1.4469(31) no
N1 C19 . .  1.4503(33) no
O1 C1 . .  1.2134(28) no
C1 C2 . .  1.4993(30) no
C2 C3 . .  1.5239(33) no
C2 C7 . .  1.558(3) no
C2 H2 . .  0.9801(21) no
C3 C4 . .  1.5039(42) no
C3 C8 . .  1.5085(40) no
C3 H3 . .  0.9799(25) no
C4 C5 . .  1.5436(44) no
C4 H4A . .  0.9695(32) no
C4 H4B . .  0.9698(33) no
C5 C6 . .  1.5262(43) no
C5 H5A . .  0.9698(30) no
C5 H5B . .  0.9699(35) no
C6 C8 . .  1.5123(33) no
C6 C7 . .  1.5161(33) no
C6 H6 . .  0.9795(27) no
C7 C9 . .  1.5010(29) no
C7 H7 . .  0.9796(21) no
C8 H8A . .  0.9701(26) no
C8 H8B . .  0.9696(29) no
C9 C10 . .  1.3659(29) no
C9 C14 . .  1.4168(29) no
C10 C11 . .  1.3869(36) no
C10 H10 . .  0.9298(22) no
C11 C12 . .  1.3402(35) no
C11 H11 . .  0.9303(26) no
C12 C13 . .  1.4029(35) no
C12 H12 . .  0.9294(30) no
C13 C18 . .  1.3935(34) no
C13 C14 . .  1.4100(29) no
C14 C15 . .  1.4023(33) no
C15 C16 . .  1.3623(36) no
C15 H15 . .  0.9297(30) no
C16 C17 . .  1.3767(43) no
C16 H16 . .  0.9303(27) no
C17 C18 . .  1.3388(38) no
C17 H17 . .  0.9305(26) no
C18 H18 . .  0.9304(30) no
C19 C20 . .  1.4685(43) no
C19 H19A . .  0.9704(23) no
C19 H19B . .  0.9697(27) no
C20 H20A . .  0.9599(31) no
C20 H20B . .  0.9607(32) no
C20 H20C . .  0.9599(34) no
C21 C22 . .  1.4952(49) no
C21 H21A . .  0.9695(26) no
C21 H21B . .  0.9699(28) no
C22 H22A . .  0.9593(35) no
C22 H22B . .  0.9605(35) no
C22 H22C . .  0.9606(33) no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C21 . . . 124.67(19) no
C1 N1 C19 . . . 118.84(19) no
C21 N1 C19 . . . 116.15(19) no
O1 C1 N1 . . . 120.34(21) no
O1 C1 C2 . . . 121.47(19) no
N1 C1 C2 . . . 118.15(19) no
C1 C2 C3 . . . 113.34(18) no
C1 C2 C7 . . . 115.32(18) no
C3 C2 C7 . . . 103.13(17) no
C1 C2 H2 . . . 108.24(18) no
C3 C2 H2 . . . 108.25(20) no
C7 C2 H2 . . . 108.25(18) no
C4 C3 C8 . . . 101.50(23) no
C4 C3 C2 . . . 110.42(23) no
C8 C3 C2 . . . 100.97(19) no
C4 C3 H3 . . . 114.17(24) no
C8 C3 H3 . . . 114.14(25) no
C2 C3 H3 . . . 114.21(21) no
C3 C4 C5 . . . 102.60(24) no
C3 C4 H4A . . . 111.23(28) no
C5 C4 H4A . . . 111.23(27) no
C3 C4 H4B . . . 111.27(27) no
C5 C4 H4B . . . 111.18(29) no
H4A C4 H4B . . . 109.22(32) no
C6 C5 C4 . . . 103.38(23) no
C6 C5 H5A . . . 111.13(26) no
C4 C5 H5A . . . 111.08(26) no
C6 C5 H5B . . . 111.05(27) no
C4 C5 H5B . . . 111.04(30) no
H5A C5 H5B . . . 109.09(31) no
C8 C6 C7 . . . 102.60(19) no
C8 C6 C5 . . . 100.80(22) no
C7 C6 C5 . . . 107.62(22) no
C8 C6 H6 . . . 114.69(22) no
C7 C6 H6 . . . 114.78(22) no
C5 C6 H6 . . . 114.78(27) no
C9 C7 C6 . . . 116.82(19) no
C9 C7 C2 . . . 112.71(17) no
C6 C7 C2 . . . 102.21(17) no
C9 C7 H7 . . . 108.25(18) no
C6 C7 H7 . . . 108.19(19) no
C2 C7 H7 . . . 108.26(18) no
C3 C8 C6 . . . 94.9(2) no
C3 C8 H8A . . . 112.74(23) no
C6 C8 H8A . . . 112.73(21) no
C3 C8 H8B . . . 112.74(26) no
C6 C8 H8B . . . 112.83(23) no
H8A C8 H8B . . . 110.21(27) no
C10 C9 C14 . . . 117.63(19) no
C10 C9 C7 . . . 121.39(18) no
C14 C9 C7 . . . 120.99(18) no
C9 C10 C11 . . . 122.52(21) no
C9 C10 H10 . . . 118.75(21) no
C11 C10 H10 . . . 118.73(21) no
C12 C11 C10 . . . 120.78(25) no
C12 C11 H11 . . . 119.59(24) no
C10 C11 H11 . . . 119.62(28) no
C11 C12 C13 . . . 119.66(22) no
C11 C12 H12 . . . 120.15(28) no
C13 C12 H12 . . . 120.19(27) no
C18 C13 C12 . . . 120.24(22) no
C18 C13 C14 . . . 119.85(21) no
C12 C13 C14 . . . 119.91(21) no
C15 C14 C13 . . . 117.76(21) no
C15 C14 C9 . . . 122.74(19) no
C13 C14 C9 . . . 119.50(19) no
C16 C15 C14 . . . 120.11(21) no
C16 C15 H15 . . . 119.92(27) no
C14 C15 H15 . . . 119.97(26) no
C15 C16 C17 . . . 121.34(26) no
C15 C16 H16 . . . 119.32(25) no
C17 C16 H16 . . . 119.34(29) no
C18 C17 C16 . . . 120.12(28) no
C18 C17 H17 . . . 119.92(25) no
C16 C17 H17 . . . 119.96(28) no
C17 C18 C13 . . . 120.81(22) no
C17 C18 H18 . . . 119.60(29) no
C13 C18 H18 . . . 119.59(26) no
N1 C19 C20 . . . 113.79(24) no
N1 C19 H19A . . . 108.81(21) no
C20 C19 H19A . . . 108.85(25) no
N1 C19 H19B . . . 108.79(22) no
C20 C19 H19B . . . 108.80(26) no
H19A C19 H19B . . . 107.64(24) no
C19 C20 H20A . . . 109.49(27) no
C19 C20 H20B . . . 109.48(27) no
H20A C20 H20B . . . 109.39(30) no
C19 C20 H20C . . . 109.47(28) no
H20A C20 H20C . . . 109.54(31) no
H20B C20 H20C . . . 109.46(33) no
N1 C21 C22 . . . 112.89(24) no
N1 C21 H21A . . . 109.04(21) no
C22 C21 H21A . . . 108.94(25) no
N1 C21 H21B . . . 109.00(21) no
C22 C21 H21B . . . 109.00(27) no
H21A C21 H21B . . . 107.84(27) no
C21 C22 H22A . . . 109.50(34) no
C21 C22 H22B . . . 109.45(31) no
H22A C22 H22B . . . 109.51(32) no
C21 C22 H22C . . . 109.44(29) no
H22A C22 H22C . . . 109.46(32) no
H22B C22 H22C . . . 109.47(34) no

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C21 N1 C1 O1 . . . . -176.50(22) no
C19 N1 C1 O1 . . . . -3.40(32) no
C21 N1 C1 C2 . . . .  5.70(32) no
C19 N1 C1 C2 . . . . 178.79(20) no
O1 C1 C2 C3 . . . . -90.24(26) no
N1 C1 C2 C3 . . . . 87.54(25) no
O1 C1 C2 C7 . . . . 28.29(29) no
N1 C1 C2 C7 . . . . -153.93(19) no
C1 C2 C3 C4 . . . . 55.45(27) no
C7 C2 C3 C4 . . . . -69.92(25) no
C1 C2 C3 C8 . . . . 162.24(19) no
C7 C2 C3 C8 . . . . 36.87(22) no
C8 C3 C4 C5 . . . . -36.96(27) no
C2 C3 C4 C5 . . . . 69.48(27) no
C3 C4 C5 C6 . . . .  1.86(29) no
C4 C5 C6 C8 . . . . 33.64(27) no
C4 C5 C6 C7 . . . . -73.43(26) no
C8 C6 C7 C9 . . . . 90.22(23) no
C5 C6 C7 C9 . . . . -163.98(20) no
C8 C6 C7 C2 . . . . -33.29(22) no
C5 C6 C7 C2 . . . . 72.52(23) no
C1 C2 C7 C9 . . . . 107.5(2) no
C3 C2 C7 C9 . . . . -128.42(19) no
C1 C2 C7 C6 . . . . -126.27(20) no
C3 C2 C7 C6 . . . . -2.20(22) no
C4 C3 C8 C6 . . . . 57.38(24) no
C2 C3 C8 C6 . . . . -56.33(22) no
C7 C6 C8 C3 . . . . 55.66(22) no
C5 C6 C8 C3 . . . . -55.34(24) no
C6 C7 C9 C10 . . . . -18.13(29) no
C2 C7 C9 C10 . . . . 99.81(23) no
C6 C7 C9 C14 . . . . 161.96(20) no
C2 C7 C9 C14 . . . . -80.10(24) no
C14 C9 C10 C11 . . . .  0.61(32) no
C7 C9 C10 C11 . . . . -179.30(21) no
C9 C10 C11 C12 . . . . -0.50(38) no
C10 C11 C12 C13 . . . .  0.20(39) no
C11 C12 C13 C18 . . . . -179.60(25) no
C11 C12 C13 C14 . . . . -0.06(37) no
C18 C13 C14 C15 . . . .  0.12(33) no
C12 C13 C14 C15 . . . . -179.42(22) no
C18 C13 C14 C9 . . . . 179.73(21) no
C12 C13 C14 C9 . . . .  0.19(32) no
C10 C9 C14 C15 . . . . 179.13(21) no
C7 C9 C14 C15 . . . . -0.96(32) no
C10 C9 C14 C13 . . . . -0.46(30) no
C7 C9 C14 C13 . . . . 179.45(19) no
C13 C14 C15 C16 . . . . -0.38(35) no
C9 C14 C15 C16 . . . . -179.98(23) no
C14 C15 C16 C17 . . . .  0.34(40) no
C15 C16 C17 C18 . . . . -0.01(42) no
C16 C17 C18 C13 . . . . -0.26(41) no
C12 C13 C18 C17 . . . . 179.74(25) no
C14 C13 C18 C17 . . . .  0.20(37) no
C1 N1 C19 C20 . . . . 94.00(27) no
C21 N1 C19 C20 . . . . -92.32(28) no
C1 N1 C21 C22 . . . . 88.83(30) no
C19 N1 C21 C22 . . . . -84.43(28) no
