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A second polymorph of 3-meth­oxy­benzoic acid with Z′ = 1 is reported and compared with first polymorph with Z′ = 2.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2056989018016900/hb7789sup1.cif
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2056989018016900/hb7789Isup2.hkl
Contains datablock I

docx

Microsoft Word (DOCX) file https://doi.org/10.1107/S2056989018016900/hb7789sup3.docx
Hirshfeld shape-index and curvedness Figures

cml

Chemical Markup Language (CML) file https://doi.org/10.1107/S2056989018016900/hb7789Isup4.cml
Supplementary material

CCDC reference: 1448794

Key indicators

  • Single-crystal X-ray study
  • T = 100 K
  • Mean [sigma](C-C) = 0.001 Å
  • R factor = 0.038
  • wR factor = 0.113
  • Data-to-parameter ratio = 24.3

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT355_ALERT_3_C Long O-H (X0.82,N0.98A) O2 - H1O2 . 1.01 Ang. PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 22 Report
Alert level G PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 1 Note PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 26 Note PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF .... 1 Note PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ... 1 Note PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 7 Info
0 ALERT level A = Most likely a serious problem - resolve or explain 0 ALERT level B = A potentially serious problem, consider carefully 2 ALERT level C = Check. Ensure it is not caused by an omission or oversight 5 ALERT level G = General information/check it is not something unexpected 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: PLATON (Spek, 2009) and publCIF (Westrip, 2010).

3-Methoxybenzoic acid top
Crystal data top
C8H8O3F(000) = 320
Mr = 152.14Dx = 1.423 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 3.8018 (4) ÅCell parameters from 3889 reflections
b = 15.6027 (16) Åθ = 2.6–32.4°
c = 11.9755 (12) ŵ = 0.11 mm1
β = 90.889 (2)°T = 100 K
V = 710.28 (13) Å3Plate, colourless
Z = 40.56 × 0.22 × 0.12 mm
Data collection top
Bruker SMART APEXII DUO CCD
diffractometer
2550 independent reflections
Radiation source: fine-focus sealed tube2049 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.023
φ and ω scansθmax = 32.6°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Bruker, 2009)
h = 55
Tmin = 0.881, Tmax = 0.987k = 2123
9395 measured reflectionsl = 1817
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullHydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.038H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.113 w = 1/[σ2(Fo2) + (0.0616P)2 + 0.1229P]
where P = (Fo2 + 2Fc2)/3
S = 1.04(Δ/σ)max = 0.001
2550 reflectionsΔρmax = 0.40 e Å3
105 parametersΔρmin = 0.27 e Å3
0 restraints
Special details top

Geometry. 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
O10.20200 (18)0.96657 (4)0.88546 (5)0.02247 (16)
O20.04494 (18)0.88699 (4)1.01876 (5)0.02142 (16)
H1O20.091 (5)0.9451 (12)1.0523 (16)0.068 (5)*
O30.17686 (17)0.58676 (4)0.92170 (5)0.01959 (15)
C10.2204 (2)0.81461 (6)0.86862 (7)0.01512 (16)
C20.1573 (2)0.73618 (6)0.91952 (7)0.01515 (16)
H2A0.05040.73410.99060.018*
C30.2516 (2)0.66069 (5)0.86565 (7)0.01517 (16)
C40.4082 (2)0.66360 (6)0.76109 (7)0.01698 (17)
H4A0.47380.61210.72450.020*
C50.4674 (2)0.74261 (6)0.71099 (7)0.01847 (18)
H5A0.57270.74470.63960.022*
C60.3755 (2)0.81821 (6)0.76329 (7)0.01759 (17)
H6A0.41690.87180.72830.021*
C70.1244 (2)0.89573 (6)0.92491 (7)0.01636 (17)
C80.2877 (2)0.50822 (6)0.87173 (7)0.01985 (18)
H8A0.22290.46010.91980.030*
H8B0.54340.50910.86280.030*
H8C0.17260.50170.79840.030*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O10.0301 (3)0.0151 (3)0.0223 (3)0.0001 (2)0.0063 (2)0.0011 (2)
O20.0285 (3)0.0176 (3)0.0184 (3)0.0009 (2)0.0077 (2)0.0004 (2)
O30.0254 (3)0.0134 (3)0.0202 (3)0.0012 (2)0.0073 (2)0.0000 (2)
C10.0147 (3)0.0151 (4)0.0156 (3)0.0003 (3)0.0006 (2)0.0005 (3)
C20.0151 (3)0.0165 (4)0.0139 (3)0.0002 (3)0.0018 (2)0.0004 (3)
C30.0146 (3)0.0150 (4)0.0159 (3)0.0000 (3)0.0013 (2)0.0001 (3)
C40.0161 (3)0.0190 (4)0.0160 (3)0.0008 (3)0.0025 (3)0.0026 (3)
C50.0175 (4)0.0231 (4)0.0149 (4)0.0005 (3)0.0035 (3)0.0001 (3)
C60.0182 (4)0.0183 (4)0.0164 (4)0.0009 (3)0.0023 (3)0.0021 (3)
C70.0164 (3)0.0170 (4)0.0157 (3)0.0006 (3)0.0008 (3)0.0001 (3)
C80.0217 (4)0.0141 (4)0.0238 (4)0.0017 (3)0.0033 (3)0.0029 (3)
Geometric parameters (Å, º) top
O1—C71.2394 (10)C3—C41.3956 (12)
O2—C71.3110 (10)C4—C51.3909 (12)
O2—H1O21.01 (2)C4—H4A0.9500
O3—C31.3666 (10)C5—C61.3829 (12)
O3—C81.4301 (10)C5—H5A0.9500
C1—C21.3896 (12)C6—H6A0.9500
C1—C61.4019 (11)C8—H8A0.9800
C1—C71.4823 (12)C8—H8B0.9800
C2—C31.3925 (12)C8—H8C0.9800
C2—H2A0.9500
C7—O2—H1O2109.8 (11)C6—C5—H5A119.4
C3—O3—C8116.94 (7)C4—C5—H5A119.4
C2—C1—C6120.52 (8)C5—C6—C1119.09 (8)
C2—C1—C7120.47 (7)C5—C6—H6A120.5
C6—C1—C7119.01 (8)C1—C6—H6A120.5
C1—C2—C3119.62 (7)O1—C7—O2122.85 (8)
C1—C2—H2A120.2O1—C7—C1121.76 (7)
C3—C2—H2A120.2O2—C7—C1115.39 (7)
O3—C3—C2115.43 (7)O3—C8—H8A109.5
O3—C3—C4124.26 (7)O3—C8—H8B109.5
C2—C3—C4120.31 (8)H8A—C8—H8B109.5
C5—C4—C3119.34 (8)O3—C8—H8C109.5
C5—C4—H4A120.3H8A—C8—H8C109.5
C3—C4—H4A120.3H8B—C8—H8C109.5
C6—C5—C4121.13 (8)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H1O2···O1i1.008 (19)1.626 (19)2.6295 (9)173.3 (17)
C8—H8A···O3ii0.982.563.4016 (11)144
Symmetry codes: (i) x, y+2, z+2; (ii) x, y+1, z+2.
 

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